1-Phenyl-1,2-propanedione [C9H8O2]

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Reaxys ID 878450 View in Reaxys

1/1 CAS Registry Number: 579-07-7 Chemical Name: 1-Phenylpropane-1,2-dione; 1-Phenyl-1,2-propanedione Linear Structure Formula: C6H5C(O)C(O)CH3 Molecular Formula: C9H8O2 Molecular Weight: 148.161 Type of Substance: isocyclic InChI Key: BVQVLAIMHVDZEL-UHFFFAOYSA-N Note:

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Substance Label (84) Label References 8

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1e

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1b

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3a

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2e

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PPD

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2p

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1p

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5a

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1v

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1g

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126

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17

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II

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5g

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2f

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1a

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4a

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2

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2b

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5

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5f

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6

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2; 2b

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8a

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1h

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5b

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7b

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4e

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12a

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12

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10

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2q

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3h

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S2

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1; PDD

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Substrate, Tab.3, run 3

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43

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10-ii

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16a

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T.1.,E.1-9., diketone

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2c

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3d

Zhang, Wen; Shi, Min; Chemical Communications; nb. 11; (2006); p. 1218 - 1220, View in Reaxys

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PhCOCOMe

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A

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1k

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16

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13a

Breslin, Henry J.; Miskowski, Tamara A.; Rafferty, Bryan M.; Coutinho, Santosh V.; Palmer, Jeffrey M.; Wallace, Nathaniel H.; Schneider, Craig R.; Kimball, Edward S.; Zhang, Sui-Po; Li, Jian; Colburn, Raymond W.; Stone, Dennis J.; Martinez, Rebecca P.; He, Wei; Journal of Medicinal Chemistry; vol. 47; nb. 21; (2004); p. 5009 5020, View in Reaxys

15

Tanaka, Toru; Kawase, Masami; Tani, Satoru; Bioorganic and Medicinal Chemistry; vol. 12; nb. 2; (2004); p. 501 505, View in Reaxys

diketone, Tab 2, en- Zhao, Zhijian; Wisnoski, David D.; Wolkenberg, Scott E.; Leister, William H.; Wang, Yi; Lindsley, Craig W.; Tettry5 rahedron Letters; vol. 45; nb. 25; (2004); p. 4873 - 4876, View in Reaxys 8e

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Tab. 2. Ent.4.

R1COCOR2

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4v

Ramachandran, P. Veeraraghavan; Rudd, Michael T.; Burghardt, Thomas E.; Ram Reddy, M. Venkat; Journal of Organic Chemistry; vol. 68; nb. 24; (2003); p. 9310 - 9316, View in Reaxys

1c

Singh; Majumder; Shreeve; Journal of Organic Chemistry; vol. 66; nb. 19; (2001); p. 6263 - 6267, View in Reaxys; Mibu, Nobuko; Yukawa, Miho; Kashige, Nobuhiro; Iwase, Yukiko; Goto, Yoshinobu; Miake, Fumio; Yamaguchi, Tadatoshi; Ito, Shigeru; Sumoto, Kunihiro; Chemical and Pharmaceutical Bulletin; vol. 51; nb. 1; (2003); p. 27 - 31, View in Reaxys

product, entry 1

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7

Lindholm, Anna; Maeki-Arvela, Paeivi; Toukoniitty, Esa; Pakkanen, Tapani A.; Hirvi, Janne T.; Salmi, Tapio; Murzin, Dmitry Yu.; Sjoeholm, Rainer; Leino, Reko; Journal of the Chemical Society. Perkin Transactions 1; nb. 23; (2002); p. 2605 - 2612, View in Reaxys

tab1, col4, run12

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2g

Lence, Emilio; Castedo, Luis; Gonzalez, Concepcion; Tetrahedron Letters; vol. 43; nb. 44; (2002); p. 7917 - 7918, View in Reaxys; Bogevig, Anders; Gothelf, Kurt V.; Jorgensen, Karl Anker; Chemistry - A European Journal; vol. 8; nb. 24; (2002); p. 5652 - 5661, View in Reaxys

entry 4, table 4

Nishiyama, Yutaka; Kajimoto, Hiroyuki; Kotani, Kazuya; Nishida, Takuma; Sonoda, Noboru; Journal of Organic Chemistry; vol. 67; nb. 16; (2002); p. 5696 - 5700, View in Reaxys

4b

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21c

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2a

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22b

Okauchi; Tanaka; Minami; Journal of Organic Chemistry; vol. 66; nb. 11; (2001); p. 3924 - 3929, View in Reaxys

4d

Singh; Leitch; Twamley; Shreeve; Journal of Organic Chemistry; vol. 66; nb. 4; (2001); p. 1436 - 1440, View in Reaxys

1 (Table 3 Entry 1)

Hayakawa; Sahara; Shimizu; Tetrahedron Letters; vol. 41; nb. 41; (2000); p. 7939 - 7942, View in Reaxys

2,R1=Ph,R2=Me

Ukai; Oshima; Matsubara; Journal of the American Chemical Society; vol. 122; nb. 48; (2000); p. 12047 - 12048, View in Reaxys

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2018-08-07 13:32:12

1i

Audrain; Jorgensen; Journal of the American Chemical Society; vol. 122; nb. 46; (2000); p. 11543 - 11544, View in Reaxys

11

Tobisu; Chatani; Asaumi; Amako; Ie; Fukumoto; Murai; Journal of the American Chemical Society; vol. 122; nb.

51; (2000); p. 12663 - 12674, View in Reaxys

18

Dayan; Ben-David; Rozen; Journal of Organic Chemistry; vol. 65; nb. 25; (2000); p. 8816 - 8818, View in Reaxys

3c, R'=Me, R"=Ph

Kawai, Yasushi; Hida, Kouichi; Tsujimoto, Munekazu; Kondo, Shin-Ichi; Kitano, Kazutada; Nakamura, Kaoru; Ohno, Atsuyoshi; Bulletin of the Chemical Society of Japan; vol. 72; nb. 1; (1999); p. 99 - 102, View in Reaxys

C6H5COCOCH3

Chaudhari, Sachin S.; Akamanchi, Krishnacharya G.; Synthesis; nb. 5; (1999); p. 760 - 764, View in Reaxys

6g

Rahman, M. Mizanur; Matano, Yoshihiro; Suzuki, Hitomi; Journal of the Chemical Society - Perkin Transactions 1; nb. 11; (1999); p. 1533 - 1541, View in Reaxys

PhCOCOCH3

Guillon; Dumoulin; Dallemagne; Reynolds; Rault; Pharmacy and Pharmacology Communications; vol. 4; nb. 1; (1998); p. 33 - 38, View in Reaxys

Patent-Specific Data (5) Prophetic ComLocation in Patent pound

References Patent; WEI, JIANHUA; (9 pag.); CN103936540; (2016); (B) Chinese, View in Reaxys

Claim

Patent; The Dow Chemical Company; US4107210; (1978); (A) English, View in Reaxys; Patent; Celanese Corporation; US4383904; (1983); (A) English, View in Reaxys; Patent; L'Oreal S.A.; US6451067; (2002); (B1) English, View in Reaxys; Patent; L'Oreal, S.A.; US6635090; (2003); (B1) English, View in Reaxys; Patent; L'Oreal S.A.; US6458168; (2002); (B1) English, View in Reaxys

prophetic product

Patent; Rhodia Chimie; Centre National de la Recherche Scientifique (CNRS); US6610875; (2003); (B1) English, View in Reaxys

prophetic product

Patent; Daicel Chemical Industries, Ltd.; US6344590; (2002); (B1) English, View in Reaxys

prophetic product

Claim

Patent; Rhodia Chimie; US6166257; (2000); (A) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

1.513

H Bond Donors

0

H Bond Acceptors

2

Rotatable Bonds

2

TPSA

34.14

Lipinski Number

4

Veber Number

2

Related Structure (1) Related Structure Referenced Compound The following tautomers are discussed: /BRN= 6383035/ Derivative (23) Comment (Derivative)

References

2-Hydroxy-1-phenyl-propenone

Walters; Journal of Pharmaceutical Sciences; vol. 69; nb. 10; (1980); p. 1206 - 1209, View in Reaxys

Derivative

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1-Phenyl-1,2-propandion-bis(hydrazon)

Bestmann, Hans Juergen; Kumar, Kamlesh; Kisielowski, Lothar; Chemische Berichte; vol.

116; nb. 6; (1983); p. 2378 - 2382, View in Reaxys

2,4-Dinitrophenylhydrazon F: 248-249grad

Vereshchagin et al.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol.

15; (1979); p. 1247; Khimiya Geterotsiklicheskikh Soedinenii; vol. 11; (1979); p. 1552, View in Reaxys

Monoxim: F: 165grad

El-Hashash; El-Kady; Revue Roumaine de Chimie; vol. 23; (1978); p. 1581,1586, View in Reaxys

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2018-08-07 13:32:12

2,4-Dinitrophenylhydrazon, F: 257-260grad

Brown,R.F.C. et al.; Australian Journal of Chemistry; vol. 29; (1976); p. 1705 - 1712, View in Reaxys

2,4-Dinitrophenylhydrazon: F:249-250grad

Shevshuk et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 45; (1975); p. 2143,2109,2114, View in Reaxys

diprotonierte Verbindung: 13CNMR

Olah et al.; Journal of Organic Chemistry; vol. 40; (1975); p. 2102,2105,2107, View in Reaxys

Disemicarbazon: F: 230grad

Otsuji,Y. et al.; Bulletin of the Chemical Society of Japan; vol. 44; (1971); p. 219 - 223, View in Reaxys

Monodinitro-2,4phenylhydrazon an C1: F: 175grad

Thibault; Annales de Chimie (Cachan, France); vol. 6; nb. 14; (1971); p. 381,382,386, View in Reaxys

Monodinitro-2,4phenylhydrazon an C2: F: 185grad

Thibault; Annales de Chimie (Cachan, France); vol. 6; nb. 14; (1971); p. 381,382,386, View in Reaxys

Bis-2,4-Dinitrophenylhydrazon <C21H16N4O4>: F=153.5-155grad; orangefarben

Yates,P. et al.; Canadian Journal of Chemistry; vol. 49; (1971); p. 1456 - 1466, View in Reaxys

Na-bisulfit-Salz: Rk. m. Na-bisulfitSalz v. 5,6-Diamino-uracil -> 7Methyl-6-phenyl-2,4-dihydroxypteridin, 6-Methyl-7-phenyl-2,4-dihydroxy-pteridin

Vinot,N.; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 266; (1968); p. 1104 - 1106, View in Reaxys

Hydrochlorid: Rk. m. wss.NaOH --> Benzoesaeure, Verb. v. F:211grad

Moehrle; Roth; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 297; (1964); p. 93,95, View in Reaxys

Hydrochlorid: Rk. m. K3Fe(CN)6, wss.NaOH --> Benzoesaeure, Verb. v.

F:211grad

Moehrle; Roth; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 297; (1964); p. 93,95, View in Reaxys

Hydrochlorid: Rk. m. Triphenyltetrazoliumchlorid, wss.NaOH --> Benzoesaeure, Verb. v.

F:211grad

Moehrle; Roth; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 297; (1964); p. 93,95, View in Reaxys

Bis-semicarbazon C11H14N6O2: F:227grad (aus wss.A.)

Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol.

259; (1964); p. 3566, View in Reaxys

Bis-(2,4-dinitrophenylhydrazon) C21H26N8O8: F:254grad (aus E.)

Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol.

259; (1964); p. 3566, View in Reaxys

Disemicarbazon: F:237-238grad (korr.; aus A.)

Bailey et al.; Journal of Organic Chemistry; vol. 27; (1962); p. 1198, View in Reaxys

mit 4-Nitro-phenylhydrazin: spektrophotometr. Best.

Sawicki et al.; Analytical Chemistry; vol. 34; (1962); p. 505,507, View in Reaxys

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2018-08-07 13:32:12

2,4-Dinitro-phenylhydrazon: F: 185grad

Jones; Ritchie; Journal of the Chemical Society; (1960); p. 4141,4151, View in Reaxys

<1-Phenyl-propan- Pregnano<3.2dion-(1,2)>-disemi- c>pyrazol carbazon C11H14N6O2 (/ BRN= 595619/): F:240-241grad

Bailey et al.; Journal of the American Chemical Society; vol. 82; (1960); p. 6136,6140, View in Reaxys

bis-<3-nitro-benzoyl hydrazone> (mp: 186-187 degree )

Smith; Anderson; Journal of Organic Chemistry; vol. 16; (1951); p. 972,979, View in Reaxys

bis-p-nitro-phenylhydrazone (mp: 256-257 degree )

v. Auwers; Chemische Berichte; vol. 50; (1917); p. 1180, View in Reaxys

bis-<4-nitro-phenylhydrazone> (mp: 264 degree )

v. Auwers; Chemische Berichte; vol. 50; (1917); p. 1180, View in Reaxys; v. Auwers; Priv.-Mitt., View in Reaxys

Melting Point (1) 1 of 1

Melting Point [°C]

102 - 103

Zhou, Peng-Jun; Li, Cheng-Kun; Zhou, Shao-Fang; Shoberu, Adedamola; Zou, Jian-Ping; Organic and Biomolecular Chemistry; vol. 15; nb. 12; (2017); p. 2629 - 2637, View in Reaxys Boiling Point (43) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

Comment (Boiling Point)

References

222 - 223

Khadilkar, Bhushan M.; Madyar, Virendra R.; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 41; nb. 5; (2002); p.

1081 - 1082, View in Reaxys

218

Chaudhari, Sachin S.; Akamanchi, Krishnacharya G.; Synthesis; nb. 5; (1999); p. 760 - 764, View in Reaxys

118 - 120

16

Aitken, R. Alan; Cadogan, J. I. G.; Gosney, Ian; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 101; nb. 1-4; (1995); p. 281 - 286, View in Reaxys

77 - 85

1-2

Danswan, Geoffrey; Kennewell, Peter D.; Tully, W. Roger; Journal of Heterocyclic Chemistry; vol. 26; (1989); p. 293 - 299, View in Reaxys

59 - 61

0.3

Bonadies, Francesco; Bonini, Carlo; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1573 - 1580, View in Reaxys

101 - 102

12.001

Rao, T. S. S.; Pritzkow, W.; Journal fuer Praktische Chemie (Leipzig); vol.

329; nb. 3; (1987); p. 474 - 482, View in Reaxys

67 - 68

2

Bratchanskii, P. E.; Komissarova, G. G.; Esipov, G. V.; Journal of Organic Chemistry USSR (English Translation); vol. 21; nb. 10; (1985); p. 1961 1964; Zhurnal Organicheskoi Khimii; vol. 21; nb. 10; (1985); p. 2143 2147, View in Reaxys

108 - 110

15

Armani, E.; Dossena, A.; Marchelli, R.; Casnati, G.; Tetrahedron; vol.

40; nb. 11; (1984); p. 2035 - 2040, View in Reaxys

99

18

Vereshchagin et al.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 15; (1979); p. 1247; Khimiya Geterotsiklicheskikh Soedinenii; vol. 11; (1979); p. 1552, View in Reaxys

98 - 102

8

Bergeron,R.J.; Hoffman,P.G.; Journal of Organic Chemistry; vol. 44; (1979); p. 1835 - 1839, View in Reaxys

105 - 107

7

Shibata; Takase; Nippon Kagaku Kaishi; (1976); p. 1329, View in Reaxys

110

13

Brown,R.F.C. et al.; Australian Journal of Chemistry; vol. 29; (1976); p.

1705 - 1712, View in Reaxys

103

12

Dorokhova et al.; Pharmaceutical Chemistry Journal; vol. 9; nb. 5; (1975); p. 301,302,303; Khimiko-Farmatsevticheskii Zhurnal; vol. 9; nb. 5; (1975); p. 21, View in Reaxys

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2018-08-07 13:32:12

105 - 106

12

Shevshuk et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 45; (1975); p.

2143,2109,2114, View in Reaxys

60 - 62

0.5

Bauer,D.P.; Macomber,R.S.; Journal of Organic Chemistry; vol. 40; (1975); p. 1990 - 1992, View in Reaxys

78 - 79

1.5

Mineo; Nakagawa; Yakugaku Zasshi; vol. 94; nb. 9; (1974); p. 1180 1182, View in Reaxys

123 - 125

23

Sinsheimer; Dring; Williams; Biochemical Journal; vol. 136; nb. 3; (1973); p. 763 - 771, View in Reaxys

66.5 - 67

3

Szucs et al.; Revue Roumaine de Chimie; vol. 16; (1971); p. 463,465,468, View in Reaxys

100

15

Corey; Erickson; Journal of Organic Chemistry; vol. 36; (1971); p.

3553,3558, View in Reaxys

101 - 102

7

Otsuji,Y. et al.; Bulletin of the Chemical Society of Japan; vol. 44; (1971); p. 219 - 223, View in Reaxys

129

30

Bestmann,H.-J. et al.; Chemische Berichte; vol. 102; (1969); p. 2259 2269, View in Reaxys

102

12

Heilmann; Baret; Comptes Rendus des Seances de l'Academie des Sciences, Serie D: Sciences Naturelles; vol. 267; nb. 8; (1968); p. 579, View in Reaxys

58 - 62

0.7

Ames,D.E. et al.; Journal of the Chemical Society [Section] C: Organic; (1968); p. 2617 - 2621, View in Reaxys

55 - 57

0.7

Russell; Mikol; Journal of the American Chemical Society; vol. 88; (1966); p. 5498,5503, View in Reaxys

110

10

Pepper; Saha; Canadian Journal of Chemistry; vol. 42; (1964); p. 113,116, View in Reaxys

99

14

Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 259; (1964); p. 3566, View in Reaxys

96 - 99

10

Dahn,H. et al.; Helvetica Chimica Acta; vol. 46; (1963); p. 1000 - 1006, View in Reaxys

83 - 84

5

Kotschetkow; Dudykina; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p. 3054,3027, View in Reaxys

102 - 103

12

Kotschetkow; Dudykina; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p. 3054,3027, View in Reaxys

98 - 99

11

Michalew et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p.

3714,3679, View in Reaxys

55 - 56

0.3

Emmons; Freeman; Journal of the American Chemical Society; vol. 77; (1955); p. 4415, View in Reaxys

101 - 102

12

Richard; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 214; (1942); p. 673, View in Reaxys

102 - 103

12.5

Backer; Stevens; Recueil des Travaux Chimiques des Pays-Bas; vol. 59; (1940); p. 899,906, View in Reaxys

222.8 - 223.6

Kohlrausch; Pongratz; Chemische Berichte; vol. 67; (1934); p. 1465,1471, 1473; Monatshefte fuer Chemie; vol. 64; (1934); p. 374,383, View in Reaxys

103 - 105

14

Faworskii <Favorsky>; Temnikowa; Zhurnal Obshchei Khimii; vol. 4; (1934); p. 745,753; Bulletin de la Societe Chimique de France; vol. <5> 2; (1935); p. 253,262, View in Reaxys

98.8 - 99.2

10

Kohlrausch; Pongratz; Chemische Berichte; vol. 67; (1934); p. 1465,1471, 1473; Monatshefte fuer Chemie; vol. 64; (1934); p. 374,383, View in Reaxys

126 - 128

20

Coles; Manske; Johnson; Journal of the American Chemical Society; vol.

51; (1929); p. 2271, View in Reaxys

101.6 - 102.6

12

v. Auwers; Chemische Berichte; vol. 51; (1918); p. 1120, View in Reaxys

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214 - 215 123

Mailhe; Bulletin de la Societe Chimique de France; vol. <4>15; (1914); p.

328, View in Reaxys 23

222 164 - 165

Smedley; Journal of the Chemical Society; vol. 95; (1909); p. 220, View in Reaxys gelbes Oel.

116

Ponzio; Giovetti; Gazzetta Chimica Italiana; vol. 38 II; (1908); p. 125, View in Reaxys Mueller; v. Pechmann; Chemische Berichte; vol. 22; (1889); p. 2129, View in Reaxys

216 - 218

Mueller; v. Pechmann; Chemische Berichte; vol. 22; (1889); p. 2129, View in Reaxys

Refractive Index (15) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C]

References

1.535

589

17

Yusubov; Filimonov; Chi, Ki-Whan; Russian Chemical Bulletin; vol. 50; nb. 4; (2001); p. 649 - 653, View in Reaxys

1.535

589

17

Bowden; Braude; Jones; Journal of the Chemical Society; (1946); p. 948, View in Reaxys; Yusubov, M. S.; Chi, Ki Whan; Krasnokutskaya, E. A.; Vasil'eva, V. P.; Filimonov, V. D.; Russian Journal of Organic Chemistry; vol. 31; nb. 11; (1995); p. 1503 - 1506; Zhurnal Organicheskoi Khimii; vol.

31; nb. 11; (1995); p. 1675 - 1678, View in Reaxys

1.5375

589

20

Rao, T. S. S.; Pritzkow, W.; Journal fuer Praktische Chemie (Leipzig); vol.

329; nb. 3; (1987); p. 474 - 482, View in Reaxys

1.531

589

20

Greenfield, Simon; Mackenzie, Kenneth; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1986); p.

1651 - 1666, View in Reaxys

1.532

589

20

Bratchanskii, P. E.; Komissarova, G. G.; Esipov, G. V.; Journal of Organic Chemistry USSR (English Translation); vol. 21; nb. 10; (1985); p. 1961 1964; Zhurnal Organicheskoi Khimii; vol. 21; nb. 10; (1985); p. 2143 2147, View in Reaxys

1.534

589

20

Vereshchagin et al.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 15; (1979); p. 1247; Khimiya Geterotsiklicheskikh Soedinenii; vol. 11; (1979); p. 1552, View in Reaxys

1.535

589

20

Patent; Bratchanskii et al.; SU320163; (1977); Ref. Zh., Khim.; nb.

180119P; (1977), View in Reaxys

1.5335

589

20

Szucs et al.; Revue Roumaine de Chimie; vol. 16; (1971); p. 463,465,468, View in Reaxys

1.529

589

1.5314

589

25

Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 259; (1964); p. 3566, View in Reaxys

1.5328

589

22

Michalew et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 30; (1960); p.

3714,3679, View in Reaxys

1.5362

589

16

Richard; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 214; (1942); p. 673, View in Reaxys

1.5311

589

23.1

Dufraisse; Moureu; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 184; (1927); p. 99; Bulletin de la Societe Chimique de France; vol. <4>41; (1927); p. 1375, View in Reaxys

1.5315

656.3

10

v. Auwers; Chemische Berichte; vol. 51; (1918); p. 1120, View in Reaxys

1.537

589

10

v. Auwers; Chemische Berichte; vol. 51; (1918); p. 1120, View in Reaxys

Pigenet et al.; Bulletin de la Societe Chimique de France; (1969); p. 361, View in Reaxys

Density (7) 1 of 7

Density [g·cm-3]

1.105

Reference Temperature [°C]

4

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Measurement Temperature 20 [°C] Bratchanskii, P. E.; Komissarova, G. G.; Esipov, G. V.; Journal of Organic Chemistry USSR (English Translation); vol. 21; nb. 10; (1985); p. 1961 - 1964; Zhurnal Organicheskoi Khimii; vol. 21; nb. 10; (1985); p. 2143 - 2147, View in Reaxys 2 of 7

Density [g·cm-3]

1.07

Reference Temperature [°C]

4

Measurement Temperature 20 [°C] Patent; Bratchanskii et al.; SU320163; (1977); Ref. Zh., Khim.; nb. 180119P; (1977), View in Reaxys 3 of 7

Density [g·cm-3]

1.116

Reference Temperature [°C]

4

Pigenet et al.; Bulletin de la Societe Chimique de France; (1969); p. 361, View in Reaxys 4 of 7

Density [g·cm-3]

1.098

Reference Temperature [°C]

4

Measurement Temperature 25 [°C] Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 259; (1964); p. 3566, View in Reaxys 5 of 7

Density [g·cm-3]

1.1083

Reference Temperature [°C]

4

Measurement Temperature 9.6 [°C] v. Auwers; Chemische Berichte; vol. 51; (1918); p. 1120, View in Reaxys 6 of 7

Density [g·cm-3]

1.10065

Reference Temperature [°C]

4

Measurement Temperature 20 [°C] Smedley; Journal of the Chemical Society; vol. 95; (1909); p. 220, View in Reaxys 7 of 7

Density [g·cm-3]

1.1041

Reference Temperature [°C]

4

Measurement Temperature 14 [°C] Mueller; v. Pechmann; Chemische Berichte; vol. 22; (1889); p. 2129, View in Reaxys Chromatographic Data (2) Chromatographic Location data TLC (Thin layer chromatography)

References

supporting informa- Zhang, Wenxia; Zhang, Jian; Liu, Yunkui; Xu, Zhenyuan; Synlett; vol. 24; nb. 20; (2013); p. tion 2709 - 2714; Art.No: ST-2013-W0765-L, View in Reaxys; Guha, Somraj; Rajeshkumar, Venkatachalam; Kotha, Surya Srinivas; Sekar, Govindasamy; Organic Letters; vol. 17; nb. 3; (2015); p. 406 - 409, View in Reaxys; Xing, Qi; Lv, Hui; Xia, Chungu; Li, Fuwei; Chemical Communications; vol. 52; nb. 3; (2015); p. 489 - 492, View in Reaxys; Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Organic Letters; vol. 18; nb. 17; (2016); p.

4190 - 4193, View in Reaxys; Guha, Somraj; Kazi, Imran; Mukherjee, Pranamita; Sekar, Govindasamy; Chemical Communications; vol. 53; nb. 79; (2017); p. 10942 - 10945, View in Reaxys

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HPLC (High performance liquid chromatography)

supporting informa- Sehl, Torsten; Hailes, Helen C.; Ward, John M.; Menyes, Ulf; Pohl, Martina; Rother, Doerte; tion Green Chemistry; vol. 16; nb. 6; (2014); p. 3341 - 3348, View in Reaxys

Conformation (1) Object of Investiga- References tion Conformation

Pigenet et al.; Bulletin de la Societe Chimique de France; (1969); p. 361, View in Reaxys; Russel; Strom; Journal of the American Chemical Society; vol. 86; (1964); p. 744, View in Reaxys; Pierre et al.; Annales de Chimie (Cachan, France); vol. 6; nb. 14; (1971); p. 331,332,333, View in Reaxys; Shen, Quang; Hagen, Kolbjoern; Journal of Physical Chemistry; vol. 97; nb. 5; (1993); p. 985 - 988, View in Reaxys

Crystal Property Description (8) Colour & Other Location Properties

References

yellow

supporting informa- Sun, Tian; Zhang, Xumu; Advanced Synthesis and Catalysis; vol. 354; nb. 17; (2012); p. 3211 tion 3215, View in Reaxys; Zhang, Wenxia; Zhang, Jian; Liu, Yunkui; Xu, Zhenyuan; Synlett; vol.

24; nb. 20; (2013); p. 2709 - 2714; Art.No: ST-2013-W0765-L, View in Reaxys; Guha, Somraj; Rajeshkumar, Venkatachalam; Kotha, Surya Srinivas; Sekar, Govindasamy; Organic Letters; vol. 17; nb. 3; (2015); p. 406 - 409, View in Reaxys; Andia, Alexander A.; Miner, Matthew R.; Woerpel; Organic Letters; vol. 17; nb. 11; (2015); p. 2704 - 2707, View in Reaxys; Xing, Qi; Lv, Hui; Xia, Chungu; Li, Fuwei; Chemical Communications; vol. 52; nb. 3; (2015); p. 489 - 492, View in Reaxys; Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Organic Letters; vol. 18; nb. 17; (2016); p. 4190 - 4193, View in Reaxys; Guha, Somraj; Kazi, Imran; Mukherjee, Pranamita; Sekar, Govindasamy; Chemical Communications; vol. 53; nb. 79; (2017); p. 10942 - 10945, View in Reaxys; Shaik, Jeelani Basha; Ramkumar, Venkatachalam; Sankararaman, Sethuraman; Journal of Organometallic Chemistry; vol.

860; (2018); p. 1 - 8, View in Reaxys

colourless

supporting informa- Yu, Yang; Sha, Qiang; Cui, Hui; Chandler, Kory S.; Doyle, Michael P.; Organic Letters; vol. tion 20; nb. 3; (2018); p. 776 - 779, View in Reaxys

yellow

Liu, Le; Zhang-Negrerie, Daisy; Du, Yunfei; Zhao, Kang; Synthesis (Germany); vol. 47; nb.

19; (2015); p. 2924 - 2930; Art.No: SS-2015-C0218-ST, View in Reaxys; Wang, Heng; Ren, Shaobo; Zhang, Jian; Zhang, Wei; Liu, Yunkui; Journal of Organic Chemistry; vol. 80; nb. 13; (2015); p. 6856 - 6863, View in Reaxys; Zhou, Peng-Jun; Li, Cheng-Kun; Zhou, Shao-Fang; Shoberu, Adedamola; Zou, Jian-Ping; Organic and Biomolecular Chemistry; vol. 15; nb. 12; (2017); p. 2629 - 2637, View in Reaxys

yellow

Paragraph 0025; 0028

Patent; Huaihua Jinxin New Materials Co., Ltd.; Wang Youming; (5 pag.); CN106883109; (2017); (A) Chinese, View in Reaxys

colourless

Miao, Chun-Bao; Wang, Yan-Hong; Xing, Meng-Lei; Lu, Xin-Wei; Sun, Xiao-Qiang; Yang, Hai-Tao; Journal of Organic Chemistry; vol. 78; nb. 22; (2013); p. 11584 - 11589, View in Reaxys

yellow

Yusubov; Filimonov; Chi, Ki-Whan; Russian Chemical Bulletin; vol. 50; nb. 4; (2001); p. 649 653, View in Reaxys; Huang, Lehao; Cheng, Kai; Yao, Bangben; Xie, Yongju; Zhang, Yuhong; Journal of Organic Chemistry; vol. 76; nb. 14; (2011); p. 5732 - 5737, View in Reaxys; Baranac-Stojanovic, Marija; Markovic, Rade; Stojanovic, Milovan; Tetrahedron; vol. 67; nb.

41; (2011); p. 8000 - 8008, View in Reaxys; Gao, Ang; Yang, Fan; Li, Ji; Wu, Yangjie; Tetrahedron; vol. 68; nb. 25; (2012); p. 4950 - 4954, View in Reaxys

yellow

supporting informa- Liu, Yu; Yun, Xiliu; Zhang-Negrerie, Daisy; Huang, Jianhui; Du, Yunfei; Zhao, Kang; Syntion thesis; nb. 18; (2011); p. 2984 - 2994; Art.No: H55411SS, View in Reaxys Birch et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1973); p. 1882,1891, View in Reaxys

Electrical Data (1) 1 of 1

Description (Electrical Da- Dielectric relaxation time ta) Mc Lauchlan et al.; Molecular Physics; vol. 36; (1978); p. 1397,1400-1402, View in Reaxys

Electrical Moment (1) 1 of 1

Description (Electrical Moment)

Dipole moment

Pigenet et al.; Bulletin de la Societe Chimique de France; (1969); p. 361, View in Reaxys Electrochemical Behaviour (1)

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Description (Electrochemical Behaviour)

References

Polarography

Buchta; Evans; Analytical Chemistry; vol. 40; (1968); p. 2181,2182, View in Reaxys

Electrochemical Characteristics (4) 1 of 4

Description (Electrochemical Characteristics)

Electrochemical characteristics given

Nishigaichi, Yutaka; Orimi, Takayuki; Takuwa, Akio; Journal of Organometallic Chemistry; vol. 694; nb. 24; (2009); p. 3837 - 3839, View in Reaxys 2 of 4

Description (Electrochemical Characteristics)

polarographic current/voltage curve

Rodriguez-Mellado, J. M.; Avila, J. L.; Ruiz, J. J.; Canadian Journal of Chemistry; vol. 63; (1985); p. 891 - 895, View in Reaxys 3 of 4

Description (Electrochemical Characteristics)

polarographic half-wave potential

Asano et al.; Chemistry Letters; (1974); p. 1149, View in Reaxys 4 of 4

Description (Electrochemical Characteristics)

polarographic half-wave potential

Comment (Electrochemical Characteristics)

Me..

Rogers; Kipnes; Analytical Chemistry; vol. 27; (1955); p. 1916, View in Reaxys Further Information (7) Description (FurReferences ther Information) Further information Vinot; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 266; (1968); p.

1104; Chem.Abstr.; vol. 69; nb. 59204x; (1968), View in Reaxys Further information Evans; Leermakers; Journal of the American Chemical Society; vol. 89; (1967); p. 4380, View in Reaxys Further information Kornblum; Frazier; Journal of the American Chemical Society; vol. 88; (1966); p. 865, View in Reaxys Further information Russell et al.; Journal of Physical Chemistry; vol. 70; (1966); p. 1321, View in Reaxys Further information Bottino,F.; Purrello,G.; Gazzetta Chimica Italiana; vol. 95; (1965); p. 1062 - 1071, View in Reaxys Further information Settimi et al.; Gazzetta Chimica Italiana; vol. 95; (1965); p. 885,892, View in Reaxys Further information Moehrle; Roth; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 297; (1964); p.

93,95, View in Reaxys Liquid Phase (1) Description (Liquid References Phase) Radial distribution function

Shen, Quang; Hagen, Kolbjoern; Journal of Physical Chemistry; vol. 97; nb. 5; (1993); p. 985 - 988, View in Reaxys

Solubility (MCS) (2) 1 of 2

Comment (Solubility (MCS))

with water: 1 was insoluble; with CH2Cl2: 1 was soluble

Arroyo, Nelson Rodríguez; Rozas, María F.; Vázquez, Patricia; Romanelli, Gustavo P.; Mirífico, María V.; Synthesis (Germany); vol. 48; nb. 9; (2016); p. 1344 - 1352, View in Reaxys 2 of 2

Temperature (Solubility (MCS)) [°C]

20

Solvent (Solubility (MCS))

H2O

Comment (Solubility (MCS))

1 part(s) of substance.dissolves in:380 parts of solvent.

Mueller; v. Pechmann; Chemische Berichte; vol. 22; (1889); p. 2129, View in Reaxys NMR Spectroscopy (49)

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1 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Shaik, Jeelani Basha; Ramkumar, Venkatachalam; Sankararaman, Sethuraman; Journal of Organometallic Chemistry; vol.

860; (2018); p. 1 - 8, View in Reaxys 2 of 49

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Yu, Yang; Sha, Qiang; Cui, Hui; Chandler, Kory S.; Doyle, Michael P.; Organic Letters; vol. 20; nb. 3; (2018); p. 776 - 779, View in Reaxys 3 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Shaik, Jeelani Basha; Ramkumar, Venkatachalam; Sankararaman, Sethuraman; Journal of Organometallic Chemistry; vol.

860; (2018); p. 1 - 8, View in Reaxys 4 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Guha, Somraj; Rajeshkumar, Venkatachalam; Kotha, Surya Srinivas; Sekar, Govindasamy; Organic Letters; vol. 17; nb.

3; (2015); p. 406 - 409, View in Reaxys; Xing, Qi; Lv, Hui; Xia, Chungu; Li, Fuwei; Chemical Communications; vol. 52; nb.

3; (2015); p. 489 - 492, View in Reaxys; Zhou, Peng-Jun; Li, Cheng-Kun; Zhou, Shao-Fang; Shoberu, Adedamola; Zou, Jian-Ping; Organic and Biomolecular Chemistry; vol. 15; nb. 12; (2017); p. 2629 - 2637, View in Reaxys; Lu, Qiong; Yan, Chenting; Xiao, Xu-Qiong; Li, Zhifang; Wei, Ningka; Lai, Guoqiao; Kira, Mitsuo; Organometallics; vol. 36; nb. 18; (2017); p. 3633 - 3637, View in Reaxys; Guha, Somraj; Kazi, Imran; Mukherjee, Pranamita; Sekar, Govindasamy; Chemical Communications; vol. 53; nb. 79; (2017); p. 10942 - 10945, View in Reaxys 5 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

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Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Guha, Somraj; Rajeshkumar, Venkatachalam; Kotha, Surya Srinivas; Sekar, Govindasamy; Organic Letters; vol. 17; nb.

3; (2015); p. 406 - 409, View in Reaxys; Xing, Qi; Lv, Hui; Xia, Chungu; Li, Fuwei; Chemical Communications; vol. 52; nb.

3; (2015); p. 489 - 492, View in Reaxys; Guha, Somraj; Kazi, Imran; Mukherjee, Pranamita; Sekar, Govindasamy; Chemical Communications; vol. 53; nb. 79; (2017); p. 10942 - 10945, View in Reaxys 6 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

supporting information

Zhou, Peng-Jun; Li, Cheng-Kun; Zhou, Shao-Fang; Shoberu, Adedamola; Zou, Jian-Ping; Organic and Biomolecular Chemistry; vol. 15; nb. 12; (2017); p. 2629 - 2637, View in Reaxys 7 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Location

supporting information

Lu, Qiong; Yan, Chenting; Xiao, Xu-Qiong; Li, Zhifang; Wei, Ningka; Lai, Guoqiao; Kira, Mitsuo; Organometallics; vol.

36; nb. 18; (2017); p. 3633 - 3637, View in Reaxys 8 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Stergiou, Anastasios; Bariotaki, Anna; Kalaitzakis, Dimitris; Smonou, Ioulia; Journal of Organic Chemistry; vol. 78; nb.

14; (2013); p. 7268 - 7273, View in Reaxys; García, Nuria; Rubio-Presa, Rubén; García-García, Patricia; Fernández-Rodríguez, Manuel A.; Pedrosa, María R.; Arnáiz, Francisco J.; Sanz, Roberto; Green Chemistry; vol. 18; nb. 8; (2016); p.

2335 - 2340, View in Reaxys 9 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Stergiou, Anastasios; Bariotaki, Anna; Kalaitzakis, Dimitris; Smonou, Ioulia; Journal of Organic Chemistry; vol. 78; nb.

14; (2013); p. 7268 - 7273, View in Reaxys; Miao, Chun-Bao; Wang, Yan-Hong; Xing, Meng-Lei; Lu, Xin-Wei; Sun, Xiao-

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Qiang; Yang, Hai-Tao; Journal of Organic Chemistry; vol. 78; nb. 22; (2013); p. 11584 - 11589, View in Reaxys; García, Nuria; Rubio-Presa, Rubén; García-García, Patricia; Fernández-Rodríguez, Manuel A.; Pedrosa, María R.; Arnáiz, Francisco J.; Sanz, Roberto; Green Chemistry; vol. 18; nb. 8; (2016); p. 2335 - 2340, View in Reaxys 10 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Gupta, Suraj K.; Choudhury, Joyanta; Chemical Communications; vol. 52; nb. 16; (2016); p. 3384 - 3387, View in Reaxys; Gupta, Suraj K.; Sahoo, Sandeep K.; Choudhury, Joyanta; Organometallics; vol. 35; nb. 15; (2016); p. 2462 - 2466, View in Reaxys 11 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 400.1 scopy) [MHz] Location

supporting information

Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Organic Letters; vol. 18; nb. 17; (2016); p. 4190 - 4193, View in Reaxys 12 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Organic Letters; vol. 18; nb. 17; (2016); p. 4190 - 4193, View in Reaxys 13 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

Paragraph 0037

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Patent; WEI, JIANHUA; (9 pag.); CN103936540; (2016); (B) Chinese, View in Reaxys 14 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Andia, Alexander A.; Miner, Matthew R.; Woerpel; Organic Letters; vol. 17; nb. 11; (2015); p. 2704 - 2707, View in Reaxys 15 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Andia, Alexander A.; Miner, Matthew R.; Woerpel; Organic Letters; vol. 17; nb. 11; (2015); p. 2704 - 2707, View in Reaxys 16 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

25

Frequency (NMR Spectro- 600 scopy) [MHz] Location

supporting information

Liu, Le; Zhang-Negrerie, Daisy; Du, Yunfei; Zhao, Kang; Synthesis (Germany); vol. 47; nb. 19; (2015); p. 2924 - 2930; Art.No: SS-2015-C0218-ST, View in Reaxys 17 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

25

Frequency (NMR Spectro- 150 scopy) [MHz] Location

supporting information

Liu, Le; Zhang-Negrerie, Daisy; Du, Yunfei; Zhao, Kang; Synthesis (Germany); vol. 47; nb. 19; (2015); p. 2924 - 2930; Art.No: SS-2015-C0218-ST, View in Reaxys 18 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

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Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

25

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Wang, Heng; Ren, Shaobo; Zhang, Jian; Zhang, Wei; Liu, Yunkui; Journal of Organic Chemistry; vol. 80; nb. 13; (2015); p.

6856 - 6863, View in Reaxys 19 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Wang, Azhong; Jiang, Huanfeng; Li, Xianwei; Journal of Organic Chemistry; vol. 76; nb. 16; (2011); p. 6958 - 6961, View in Reaxys; Xia, Xiao-Feng; Gu, Zhen; Liu, Wentao; Wang, Ningning; Wang, Haijun; Xia, Yongmei; Gao, Haiyan; Liu, Xiang; Organic and Biomolecular Chemistry; vol. 12; nb. 48; (2014); p. 9909 - 9913, View in Reaxys 20 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Wang, Azhong; Jiang, Huanfeng; Li, Xianwei; Journal of Organic Chemistry; vol. 76; nb. 16; (2011); p. 6958 - 6961, View in Reaxys; Xia, Xiao-Feng; Gu, Zhen; Liu, Wentao; Wang, Ningning; Wang, Haijun; Xia, Yongmei; Gao, Haiyan; Liu, Xiang; Organic and Biomolecular Chemistry; vol. 12; nb. 48; (2014); p. 9909 - 9913, View in Reaxys 21 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Location

supporting information

Jung, Michael E.; Deng, Gang; Organic Letters; vol. 16; nb. 8; (2014); p. 2142 - 2145, View in Reaxys 22 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Location

supporting information

Jung, Michael E.; Deng, Gang; Organic Letters; vol. 16; nb. 8; (2014); p. 2142 - 2145, View in Reaxys 23 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

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Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Schüttler, Christian; Li-Böhmer, Zhen; Harms, Klaus; Von Zezschwitz, Paultheo; Organic Letters; vol. 15; nb. 4; (2013); p.

800 - 803, View in Reaxys 24 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75.5 scopy) [MHz] Location

supporting information

Schüttler, Christian; Li-Böhmer, Zhen; Harms, Klaus; Von Zezschwitz, Paultheo; Organic Letters; vol. 15; nb. 4; (2013); p.

800 - 803, View in Reaxys 25 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

21.14

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Miao, Chun-Bao; Wang, Yan-Hong; Xing, Meng-Lei; Lu, Xin-Wei; Sun, Xiao-Qiang; Yang, Hai-Tao; Journal of Organic Chemistry; vol. 78; nb. 22; (2013); p. 11584 - 11589, View in Reaxys 26 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

25

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Zhang, Wenxia; Zhang, Jian; Liu, Yunkui; Xu, Zhenyuan; Synlett; vol. 24; nb. 20; (2013); p. 2709 - 2714; Art.No: ST-2013W0765-L, View in Reaxys 27 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Gao, Ang; Yang, Fan; Li, Ji; Wu, Yangjie; Tetrahedron; vol. 68; nb. 25; (2012); p. 4950 - 4954, View in Reaxys

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28 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Gao, Ang; Yang, Fan; Li, Ji; Wu, Yangjie; Tetrahedron; vol. 68; nb. 25; (2012); p. 4950 - 4954, View in Reaxys 29 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400.1 scopy) [MHz] Location

supporting information

Huang, Lehao; Cheng, Kai; Yao, Bangben; Xie, Yongju; Zhang, Yuhong; Journal of Organic Chemistry; vol. 76; nb. 14; (2011); p. 5732 - 5737, View in Reaxys 30 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100.6 scopy) [MHz] Location

supporting information

Huang, Lehao; Cheng, Kai; Yao, Bangben; Xie, Yongju; Zhang, Yuhong; Journal of Organic Chemistry; vol. 76; nb. 14; (2011); p. 5732 - 5737, View in Reaxys 31 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Liu, Yu; Yun, Xiliu; Zhang-Negrerie, Daisy; Huang, Jianhui; Du, Yunfei; Zhao, Kang; Synthesis; nb. 18; (2011); p. 2984 2994; Art.No: H55411SS, View in Reaxys 32 of 49

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Location

supporting information

Liu, Yu; Yun, Xiliu; Zhang-Negrerie, Daisy; Huang, Jianhui; Du, Yunfei; Zhao, Kang; Synthesis; nb. 18; (2011); p. 2984 2994; Art.No: H55411SS, View in Reaxys; Moorthy, Jarugu Narasimha; Senapati, Kalyan; Parida, Keshaba Nanda; Jhul-

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ki, Samik; Sooraj, Kunnikuruvan; Nair, Nisanth N.; Journal of Organic Chemistry; vol. 76; nb. 23; (2011); p. 9593 - 9601, View in Reaxys 33 of 49

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Cermola, Flavio; Guaragna, Annalisa; Iesce, Maria Rosaria; Palumbo, Giovanni; Purcaro, Raffaella; Rubino, Maria; Tuzi, Angela; Journal of Organic Chemistry; vol. 72; nb. 26; (2007); p. 10075 - 10080, View in Reaxys 34 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Cermola, Flavio; Guaragna, Annalisa; Iesce, Maria Rosaria; Palumbo, Giovanni; Purcaro, Raffaella; Rubino, Maria; Tuzi, Angela; Journal of Organic Chemistry; vol. 72; nb. 26; (2007); p. 10075 - 10080, View in Reaxys 35 of 49

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Chang, Chia-Lung; Kumar, Manyam Praveen; Liu, Rai-Shung; Journal of Organic Chemistry; vol. 69; nb. 8; (2004); p.

2793 - 2796, View in Reaxys 36 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Chang, Chia-Lung; Kumar, Manyam Praveen; Liu, Rai-Shung; Journal of Organic Chemistry; vol. 69; nb. 8; (2004); p.

2793 - 2796, View in Reaxys 37 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 125 scopy) [MHz] Chang, Chia-Lung; Kumar, Manyam Praveen; Liu, Rai-Shung; Journal of Organic Chemistry; vol. 69; nb. 8; (2004); p.

2793 - 2796, View in Reaxys 38 of 49

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CCl4

Bonadies, Francesco; Bonini, Carlo; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1573 - 1580, View in Reaxys; Yusubov; Filimonov; Chi, Ki-Whan; Russian Chemical Bulletin; vol. 50; nb. 4; (2001); p. 649 - 653, View in Reaxys 39 of 49

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

Solvents (NMR Spectroscopy)

CCl4

Yusubov; Filimonov; Chi, Ki-Whan; Russian Chemical Bulletin; vol. 50; nb. 4; (2001); p. 649 - 653, View in Reaxys 40 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Ishibashi; Matsuoka; Ikeda; Chemical and Pharmaceutical Bulletin; vol. 39; nb. 7; (1991); p. 1854 - 1856, View in Reaxys; Griesbaum, Karl; Keul, Helmut; Kibar, Riza; Pfeffer, Bernd; Spraul, Manfred; Chemische Berichte; vol. 114; nb. 5; (1981); p. 1858 - 1870, View in Reaxys; Akiba, Kin-ya; Ohnari, Hideyuki; Ohkata, Katsuo; Chemistry Letters; (1985); p.

1577 - 1580, View in Reaxys; Bestmann, Hans Juergen; Kumar, Kamlesh; Kisielowski, Lothar; Chemische Berichte; vol.

116; nb. 6; (1983); p. 2378 - 2382, View in Reaxys; Wasserman, Harry H.; Ives, Jeffrey L.; Journal of Organic Chemistry; vol. 50; nb. 19; (1985); p. 3573 - 3580, View in Reaxys; Fuji, Kaoru; Ueda, Masaru; Sumi, Kenzo; Fujita, Eiichi; Journal of Organic Chemistry; vol. 50; nb. 5; (1985); p. 662 - 666, View in Reaxys; Griesbaum, Karl; Zwick, Gerhard; Chemische Berichte; vol. 119; nb. 1; (1986); p. 229 - 243, View in Reaxys; Zibuck, Regina; Seebach, Dieter; Helvetica Chimica Acta; vol.

71; (1988); p. 237 - 240, View in Reaxys; Patonay; Hoffman; Journal of Organic Chemistry; vol. 60; nb. 8; (1995); p. 2368 2377, View in Reaxys; Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo; Tetrahedron; vol. 52; nb. 33; (1996); p. 10969 10978, View in Reaxys; Chaudhari, Sachin S.; Akamanchi, Krishnacharya G.; Synthesis; nb. 5; (1999); p. 760 - 764, View in Reaxys 41 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Martre, Anne-Marie; Mousset, Guy; Rhlid, Rachid Bel; Veschambre, Henri; Tetrahedron Letters; vol. 31; nb. 18; (1990); p.

2599 - 2602, View in Reaxys; Stavber, Stojan; Zupan, Marko; Journal of Organic Chemistry; vol. 52; nb. 22; (1987); p. 5022 5025, View in Reaxys; Gala; Puar; Das; Kugelman; DiBenedetto; Journal of Pharmaceutical Sciences; vol. 81; nb. 12; (1992); p. 1199 - 1203, View in Reaxys; Griesbaum, Karl; Dong, Yuxiang; Journal fur Praktische Chemie - Chemiker - Zeitung; vol.

339; nb. 6; (1997); p. 575 - 577, View in Reaxys 42 of 49

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Patonay; Hoffman; Journal of Organic Chemistry; vol. 60; nb. 8; (1995); p. 2368 - 2377, View in Reaxys; Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo; Tetrahedron; vol. 52; nb. 33; (1996); p. 10969 - 10978, View in Reaxys 43 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Bartnik, Romuald; Orlowska, Boguslawa; Polish Journal of Chemistry; vol. 62; nb. 4-6; (1988); p. 433 - 443, View in Reaxys; Patonay; Hoffman; Journal of Organic Chemistry; vol. 60; nb. 8; (1995); p. 2368 - 2377, View in Reaxys

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44 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Gala; Puar; Das; Kugelman; DiBenedetto; Journal of Pharmaceutical Sciences; vol. 81; nb. 12; (1992); p. 1199 - 1203, View in Reaxys 45 of 49

Description (NMR Spectroscopy)

Spin-spin coupling constants

Comment (NMR Spectroscopy)

1H-1H

Gala; Puar; Das; Kugelman; DiBenedetto; Journal of Pharmaceutical Sciences; vol. 81; nb. 12; (1992); p. 1199 - 1203, View in Reaxys 46 of 49

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

-50

Takuwa, Akio; Nishigaichi, Yutaka; Yamashita, Koichi; Iwamoto, Hidetoshi; Chemistry Letters; nb. 9; (1990); p. 1761 1764, View in Reaxys 47 of 49

Description (NMR Spectroscopy)

NMR

Brown,R.F.C. et al.; Australian Journal of Chemistry; vol. 29; (1976); p. 1705 - 1712, View in Reaxys; Wolfe,S. et al.; Canadian Journal of Chemistry; vol. 49; (1971); p. 1099 - 1105, View in Reaxys; Bauer,D.P.; Macomber,R.S.; Journal of Organic Chemistry; vol. 40; (1975); p. 1990 - 1992, View in Reaxys; Padwa,A. et al.; Journal of Organic Chemistry; vol. 44; (1979); p.

3281 - 3287, View in Reaxys; Birch et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1973); p. 1882,1891, View in Reaxys; Corey; Erickson; Journal of Organic Chemistry; vol. 36; (1971); p. 3553,3558, View in Reaxys; Nagao et al.; Tetrahedron Letters; (1978); p. 4115, View in Reaxys; Langendries; Schryver; Tetrahedron Letters; (1972); p. 4781, View in Reaxys; Pascal; Annales de Chimie (Cachan, France); vol. 3; nb. 14; (1968); p. 247,272, View in Reaxys; Olah et al.; Journal of Organic Chemistry; vol. 40; (1975); p. 2102,2105,2107, View in Reaxys; Saito et al.; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3198,3199,3201, View in Reaxys; Hayward et al.; Inorganic Chemistry; vol. 10; (1971); p. 1311, View in Reaxys; Pierre et al.; Annales de Chimie (Cachan, France); vol. 6; nb. 14; (1971); p. 331,332,333, View in Reaxys; Bergeron; Hoffman; Journal of Organic Chemistry; vol. 44; (1979); p. 1835,1836, View in Reaxys; Russell; Mikol; Journal of the American Chemical Society; vol. 88; (1966); p.

5498,5503, View in Reaxys 48 of 49

Description (NMR Spectroscopy)

Chemical shifts

Comment (NMR Spectroscopy)

δ (CDCl3): 2.51 (s, 3H, CH3), 7.3-8.2 (m, 5H, C6H5)

Shibata; Takase; Nippon Kagaku Kaishi; (1976); p. 1329, View in Reaxys 49 of 49

Description (NMR Spectroscopy)

Spectrum

Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 259; (1964); p. 3566, View in Reaxys IR Spectroscopy (16) 1 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Zhang, Wenxia; Zhang, Jian; Liu, Yunkui; Xu, Zhenyuan; Synlett; vol. 24; nb. 20; (2013); p. 2709 - 2714; Art.No: ST-2013W0765-L, View in Reaxys; Guha, Somraj; Rajeshkumar, Venkatachalam; Kotha, Surya Srinivas; Sekar, Govindasamy; Organic Letters; vol. 17; nb. 3; (2015); p. 406 - 409, View in Reaxys; Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Organic Letters; vol. 18; nb. 17; (2016); p. 4190 - 4193, View in Reaxys; Guha, Somraj; Kazi, Imran; Mukherjee, Pranamita; Sekar, Govindasamy; Chemical Communications; vol. 53; nb. 79; (2017); p. 10942 -

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10945, View in Reaxys; Shaik, Jeelani Basha; Ramkumar, Venkatachalam; Sankararaman, Sethuraman; Journal of Organometallic Chemistry; vol. 860; (2018); p. 1 - 8, View in Reaxys 2 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Yusubov; Filimonov; Chi, Ki-Whan; Russian Chemical Bulletin; vol. 50; nb. 4; (2001); p. 649 - 653, View in Reaxys; Wang, Heng; Ren, Shaobo; Zhang, Jian; Zhang, Wei; Liu, Yunkui; Journal of Organic Chemistry; vol. 80; nb. 13; (2015); p. 6856 6863, View in Reaxys 3 of 16

Description (IR Spectroscopy)

Bands

Location

supporting information

Xia, Xiao-Feng; Gu, Zhen; Liu, Wentao; Wang, Ningning; Wang, Haijun; Xia, Yongmei; Gao, Haiyan; Liu, Xiang; Organic and Biomolecular Chemistry; vol. 12; nb. 48; (2014); p. 9909 - 9913, View in Reaxys 4 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Baranac-Stojanovic, Marija; Markovic, Rade; Stojanovic, Milovan; Tetrahedron; vol. 67; nb. 41; (2011); p. 8000 - 8008, View in Reaxys 5 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Chang, Chia-Lung; Kumar, Manyam Praveen; Liu, Rai-Shung; Journal of Organic Chemistry; vol. 69; nb. 8; (2004); p.

2793 - 2796, View in Reaxys 6 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

3027 - 667 1/cm

Chaudhari, Sachin S.; Akamanchi, Krishnacharya G.; Synthesis; nb. 5; (1999); p. 760 - 764, View in Reaxys 7 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1713 - 1674 cm**(-1)

Patonay; Hoffman; Journal of Organic Chemistry; vol. 60; nb. 8; (1995); p. 2368 - 2377, View in Reaxys 8 of 16

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

3460 - 1670 cm**(-1)

Gala; Puar; Das; Kugelman; DiBenedetto; Journal of Pharmaceutical Sciences; vol. 81; nb. 12; (1992); p. 1199 - 1203, View in Reaxys 9 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

1710 - 1670 cm**(-1)

Ishibashi; Matsuoka; Ikeda; Chemical and Pharmaceutical Bulletin; vol. 39; nb. 7; (1991); p. 1854 - 1856, View in Reaxys 10 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

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Comment (IR Spectroscopy)

3120 - 570 cm**(-1)

Zibuck, Regina; Seebach, Dieter; Helvetica Chimica Acta; vol. 71; (1988); p. 237 - 240, View in Reaxys 11 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

1715 - 1670 cm**(-1)

Bonadies, Francesco; Bonini, Carlo; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1573 - 1580, View in Reaxys 12 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1700 - 1600 cm**(-1)

Wasserman, Harry H.; Ives, Jeffrey L.; Journal of Organic Chemistry; vol. 50; nb. 19; (1985); p. 3573 - 3580, View in Reaxys 13 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

1715 - 905 cm**(-1)

Fuji, Kaoru; Ueda, Masaru; Sumi, Kenzo; Fujita, Eiichi; Journal of Organic Chemistry; vol. 50; nb. 5; (1985); p. 662 - 666, View in Reaxys 14 of 16

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1715 - 1675 cm**(-1)

Bestmann, Hans Juergen; Kumar, Kamlesh; Kisielowski, Lothar; Chemische Berichte; vol. 116; nb. 6; (1983); p. 2378 2382, View in Reaxys 15 of 16

Description (IR Spectroscopy)

IR

Otsuji,Y. et al.; Bulletin of the Chemical Society of Japan; vol. 44; (1971); p. 219 - 223, View in Reaxys; Bauer,D.P.; Macomber,R.S.; Journal of Organic Chemistry; vol. 40; (1975); p. 1990 - 1992, View in Reaxys; Padwa,A. et al.; Journal of Organic Chemistry; vol. 44; (1979); p. 3281 - 3287, View in Reaxys; Ames,D.E. et al.; Journal of the Chemical Society [Section] C: Organic; (1968); p. 2617 - 2621, View in Reaxys; Vereshchagin et al.; Chemistry of Heterocyclic Compounds (New York, NY, United States); vol. 15; (1979); p. 1247; Khimiya Geterotsiklicheskikh Soedinenii; vol. 11; (1979); p. 1552, View in Reaxys; Birch et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1973); p. 1882,1891, View in Reaxys; Corey; Erickson; Journal of Organic Chemistry; vol. 36; (1971); p.

3553,3558, View in Reaxys; Colonge et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol.

259; (1964); p. 3566, View in Reaxys; Nagao et al.; Tetrahedron Letters; (1978); p. 4115, View in Reaxys; Langendries; Schryver; Tetrahedron Letters; (1972); p. 4781, View in Reaxys; Sterk; Monatshefte fuer Chemie; vol. 99; nb. 3; (1968); p. 999, View in Reaxys; Saito et al.; Bulletin of the Chemical Society of Japan; vol. 46; (1973); p. 3198,3199,3201, View in Reaxys; Sherchuk et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 42; (1972); p. 2630,2621, View in Reaxys; Pierre et al.; Annales de Chimie (Cachan, France); vol. 6; nb. 14; (1971); p. 331,332,333, View in Reaxys; Bergeron; Hoffman; Journal of Organic Chemistry; vol. 44; (1979); p. 1835,1836, View in Reaxys 16 of 16

Description (IR Spectroscopy)

Bands

Dahn,H. et al.; Helvetica Chimica Acta; vol. 46; (1963); p. 1000 - 1006, View in Reaxys; Shibata; Takase; Nippon Kagaku Kaishi; (1976); p. 1329, View in Reaxys Mass Spectrometry (17) Description (Mass Location Spectrometry) high resolution mass spectrometry (HRMS); electro-

References

supporting informa- Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Ortion ganic Letters; vol. 18; nb. 17; (2016); p. 4190 - 4193, View in Reaxys; Shaik, Jeelani Basha;

Copyright © 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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spray ionisation (ESI); spectrum

Ramkumar, Venkatachalam; Sankararaman, Sethuraman; Journal of Organometallic Chemistry; vol. 860; (2018); p. 1 - 8, View in Reaxys

electrospray ionisa- supporting informa- Zhou, Peng-Jun; Li, Cheng-Kun; Zhou, Shao-Fang; Shoberu, Adedamola; Zou, Jian-Ping; tion (ESI); time-of- tion Organic and Biomolecular Chemistry; vol. 15; nb. 12; (2017); p. 2629 - 2637, View in Reaxys flight mass spectra (TOFMS); spectrum high resolution mass spectrometry (HRMS); time-offlight mass spectra (TOFMS); spectrum

supporting informa- Guha, Somraj; Kazi, Imran; Mukherjee, Pranamita; Sekar, Govindasamy; Chemical Comtion munications; vol. 53; nb. 79; (2017); p. 10942 - 10945, View in Reaxys

electrospray ionisa- supporting informa- Dighe, Shashikant U.; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay; Ortion (ESI); spection ganic Letters; vol. 18; nb. 17; (2016); p. 4190 - 4193, View in Reaxys trum high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); spectrum

Stergiou, Anastasios; Bariotaki, Anna; Kalaitzakis, Dimitris; Smonou, Ioulia; Journal of Organic Chemistry; vol. 78; nb. 14; (2013); p. 7268 - 7273, View in Reaxys; Liu, Le; Zhang-Negrerie, Daisy; Du, Yunfei; Zhao, Kang; Synthesis (Germany); vol. 47; nb. 19; (2015); p. 2924 2930; Art.No: SS-2015-C0218-ST, View in Reaxys

high resolution mass spectrometry (HRMS); spectrum

supporting informa- Guha, Somraj; Rajeshkumar, Venkatachalam; Kotha, Surya Srinivas; Sekar, Govindasamy; tion Organic Letters; vol. 17; nb. 3; (2015); p. 406 - 409, View in Reaxys

electron impact (EI); spectrum high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

Wang, Heng; Ren, Shaobo; Zhang, Jian; Zhang, Wei; Liu, Yunkui; Journal of Organic Chemistry; vol. 80; nb. 13; (2015); p. 6856 - 6863, View in Reaxys supporting informa- Xing, Qi; Lv, Hui; Xia, Chungu; Li, Fuwei; Chemical Communications; vol. 52; nb. 3; (2015); tion p. 489 - 492, View in Reaxys

gas chromatograsupporting informa- Jiang, Qing; Zhao, An; Xu, Bin; Jia, Jing; Liu, Xin; Guo, Cancheng; Journal of Organic phy mass spectrom- tion Chemistry; vol. 79; nb. 6; (2014); p. 2709 - 2715, View in Reaxys etry (GCMS); fragmentation pattern; spectrum liquid chromatography mass spectrometry (LCMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

Siegel, David; Meinema, Anne C.; Permentier, Hjalmar; Hopfgartner, Gerard; Bischoff, Rainer; Analytical Chemistry; vol. 86; nb. 10; (2014); p. 5089 - 5100, View in Reaxys

spectrum

supporting informa- Xia, Xiao-Feng; Gu, Zhen; Liu, Wentao; Wang, Ningning; Wang, Haijun; Xia, Yongmei; tion Gao, Haiyan; Liu, Xiang; Organic and Biomolecular Chemistry; vol. 12; nb. 48; (2014); p. 9909 - 9913, View in Reaxys

electron impact (EI); spectrum

supporting informa- Zhang, Wenxia; Zhang, Jian; Liu, Yunkui; Xu, Zhenyuan; Synlett; vol. 24; nb. 20; (2013); p. tion 2709 - 2714; Art.No: ST-2013-W0765-L, View in Reaxys

Spectrum EI (Electron impact); GCMS (Gas chromatography mass spectrometry); Spectrum spectrum; electron impact (EI)

Gao, Ang; Yang, Fan; Li, Ji; Wu, Yangjie; Tetrahedron; vol. 68; nb. 25; (2012); p. 4950 - 4954, View in Reaxys supporting informa- Wang, Azhong; Jiang, Huanfeng; Li, Xianwei; Journal of Organic Chemistry; vol. 76; nb. 16; tion (2011); p. 6958 - 6961, View in Reaxys

Yusubov; Filimonov; Chi, Ki-Whan; Russian Chemical Bulletin; vol. 50; nb. 4; (2001); p. 649 653, View in Reaxys

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spectrum

Griesbaum, Karl; Keul, Helmut; Kibar, Riza; Pfeffer, Bernd; Spraul, Manfred; Chemische Berichte; vol. 114; nb. 5; (1981); p. 1858 - 1870, View in Reaxys; Stavber, Stojan; Zupan, Marko; Journal of Organic Chemistry; vol. 52; nb. 22; (1987); p. 5022 - 5025, View in Reaxys; Zibuck, Regina; Seebach, Dieter; Helvetica Chimica Acta; vol. 71; (1988); p. 237 - 240, View in Reaxys; Brown, Roger F. C.; Browne, Neil R.; Eastwood, Frank W.; Australian Journal of Chemistry; vol. 36; nb. 11; (1983); p. 2355 - 2358, View in Reaxys; Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo; Tetrahedron; vol. 52; nb. 33; (1996); p. 10969 - 10978, View in Reaxys Bergeron,R.J.; Hoffman,P.G.; Journal of Organic Chemistry; vol. 44; (1979); p. 1835 - 1839, View in Reaxys; Nagao et al.; Tetrahedron Letters; (1978); p. 4115, View in Reaxys

UV/VIS Spectroscopy (7) 1 of 7

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

H2SO4

Absorption Maxima (UV/ VIS) [nm]

282

Ext./Abs. Coefficient [l·mol-1cm-1]

24800

Freiberg, W.; Hauer, U.; Kroeger, C. -F.; Journal fuer Praktische Chemie/Chemiker-Zeitung; vol. 334; nb. 4; (1992); p. 363 364, View in Reaxys 2 of 7

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

H2O

Absorption Maxima (UV/ VIS) [nm]

204; 260

Ext./Abs. Coefficient [l·mol-1cm-1]

5700; 4500

Freiberg, W.; Hauer, U.; Kroeger, C. -F.; Journal fuer Praktische Chemie/Chemiker-Zeitung; vol. 334; nb. 4; (1992); p. 363 364, View in Reaxys 3 of 7

Description (UV/VIS Spectroscopy)

Absorption maxima

Absorption Maxima (UV/ VIS) [nm]

407

Ext./Abs. Coefficient [l·mol-1cm-1]

9

Rao, T. S. S.; Pritzkow, W.; Journal fuer Praktische Chemie (Leipzig); vol. 329; nb. 3; (1987); p. 474 - 482, View in Reaxys 4 of 7

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

2-methyl-tetrahydro-furan

Absorption Maxima (UV/ VIS) [nm]

393

Ext./Abs. Coefficient [l·mol-1cm-1]

20490

Sarphatie, Louis A.; Verheijdt, Paul L.; Cerfontain, Hans; Recueil: Journal of the Royal Netherlands Chemical Society; vol.

102; nb. 1; (1983); p. 9 - 13, View in Reaxys 5 of 7

Description (UV/VIS Spectroscopy)

Spectrum

Arnett,J.F. et al.; Journal of the American Chemical Society; vol. 96; (1974); p. 4385 - 4392, View in Reaxys; Ogata,Y.; Takagi,K.; Bulletin of the Chemical Society of Japan; vol. 47; (1974); p. 2255 - 2259, View in Reaxys; Kuboyama et al.; Bulletin of the Chemical Society of Japan; vol. 42; (1969); p. 10, View in Reaxys; Arnett; Mc Glynn; Journal of Physical Chemistry; vol.

79; (1975); p. 626,627,628, View in Reaxys

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6 of 7

Description (UV/VIS Spectroscopy)

UV/VIS

Horner,L.; Maurer,F.; Chemische Berichte; vol. 101; (1968); p. 1783 - 1798, View in Reaxys; Szucs et al.; Revue Roumaine de Chimie; vol. 16; (1971); p. 463,465,468, View in Reaxys; Pierre et al.; Annales de Chimie (Cachan, France); vol. 6; nb. 14; (1971); p. 331,332,333, View in Reaxys 7 of 7

Description (UV/VIS Spectroscopy)

Absorption maxima

Dahn,H. et al.; Helvetica Chimica Acta; vol. 46; (1963); p. 1000 - 1006, View in Reaxys; Pepper; Saha; Canadian Journal of Chemistry; vol. 42; (1964); p. 113,116, View in Reaxys Raman Spectroscopy (1) Description (Ram- References an Spectroscopy) Spectrum

Kohlrausch; Pongratz; Chemische Berichte; vol. 67; (1934); p. 1465,1471, 1473; Monatshefte fuer Chemie; vol. 64; (1934); p. 374,383, View in Reaxys

Luminescence Spectroscopy (2) Description (Lumi- References nescence Spectroscopy) Emission spectrum in the infrared region

Arnett,J.F. et al.; Journal of the American Chemical Society; vol. 96; (1974); p. 4385 - 4392, View in Reaxys

Luminescence

Ogata,Y.; Takagi,K.; Bulletin of the Chemical Society of Japan; vol. 47; (1974); p. 2255 - 2259, View in Reaxys

Fluorescence Spectroscopy (1) Description (Fluo- Solvent (Fluoresrescence Spectrocence Spectroscoscopy) py)

Comment (Fluores- References cence Spectroscopy)

Maxima

488 nm

Sarphatie, Louis A.; Verheijdt, Paul L.; Cerfontain, Hans; Recueil: Journal of the Royal Netherlands Chemical Society; vol. 102; nb. 1; (1983); p. 9 - 13, View in Reaxys

Phosphorescence Spectroscopy (6) Description (Phos- Solvent (Phosphorphorescence Spec- escence Spectrotroscopy) scopy)

Comment (Phosphorescence Spectroscopy)

References

Maxima

ethanol

530 nm

Mukai, Masahiro; Yamauchi, Seigo; Hirota, Noboru; Higuchi, Jiro; Journal of Physical Chemistry; vol. 96; nb. 23; (1992); p. 9328 - 9331, View in Reaxys

Maxima

propan-2-ol

535 nm

Mukai, Masahiro; Yamauchi, Seigo; Hirota, Noboru; Higuchi, Jiro; Journal of Physical Chemistry; vol. 96; nb. 23; (1992); p. 9328 - 9331, View in Reaxys

Maxima

methylcyclohexane

541 nm

Mukai, Masahiro; Yamauchi, Seigo; Hirota, Noboru; Higuchi, Jiro; Journal of Physical Chemistry; vol. 96; nb. 23; (1992); p. 9328 - 9331, View in Reaxys

Maxima

benzene

542 nm

Mukai, Masahiro; Yamauchi, Seigo; Hirota, Noboru; Higuchi, Jiro; Journal of Physical Chemistry; vol. 96; nb. 23; (1992); p. 9328 - 9331, View in Reaxys

Maxima

various solvent(s)

542 nm

Mukai, Masahiro; Yamauchi, Seigo; Hirota, Noboru; Higuchi, Jiro; Journal of Physical Chemistry; vol. 96; nb. 23; (1992); p. 9328 - 9331, View in Reaxys

Maxima

2-methyl-tetrahydro-furan

542 nm; 588 nm

Sarphatie, Louis A.; Verheijdt, Paul L.; Cerfontain, Hans; Recueil: Journal of the Royal Netherlands Chemical Society; vol. 102; nb. 1; (1983); p. 9 - 13, View in Reaxys

Use (2) Use Pattern

2-methyl-tetrahydro-furan

References

Photoinitiators for dental solution

Patent; KANCA, John, III; WO2006/93777; (2006); (A1) English, View in Reaxys

sensitizer for polymerizable dental composition

Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2005/34884; (2005); (A1) English, View in Reaxys

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Isolation from Natural Product (2) Isolation from Nat- References ural Product Catha edulis

Szendrei; Planta Medica; vol. 36; (1979); p. 264, View in Reaxys

aus Kaffeearoma

Stoll et al.; Helvetica Chimica Acta; vol. 50; (1967); p. 628,635, View in Reaxys

Medchem (44) 1 of 44

Target Name

Carboxylesterase 1 [human]

Target Synonyms

carboxylesterase 1

Target, Subunit, Species

Carboxylesterase 1 [human]

Target Mutant/Chimera Details

Carboxylesterase 1 [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Spodoptera frugiperda

Cells/Cell Lines

cells

Substance RN

878450View in Reaxys

Substance Name

17

Substance Dose

0.00100000 nM

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Quantitative value

5270

Deviation

1730

Measurement pX

5.28

Metabolite RN

775403

Metabolite name

o-Nitrophenol

Concomitants: Compound RN

2050093

Concomitants: Compound name

o-Nitrophenyl acetate

Concomitants: Compound role

SUB

Parkinson, Elizabeth I.; Jason Hatfield; Tsurkan, Lyudmila; Hyatt, Janice L.; Edwards, Carol C.; Hicks, Latorya D.; Yan, Bing; Potter, Philip M.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 15; (2011); p. 4635 - 4643, View in Reaxys 2 of 44

Target Name

Carboxylesterase [Leporidae]

Target Synonyms

carboxylesterase

Target, Subunit, Species

Carboxylesterase [Leporidae]

Target Mutant/Chimera Details

Carboxylesterase [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Spodoptera frugiperda

Cells/Cell Lines

cells

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Substance RN

878450View in Reaxys

Substance Name

17

Substance Dose

0.00100000 nM

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Quantitative value

4930

Deviation

1320

Measurement pX

5.31

Metabolite RN

775403

Metabolite name

o-Nitrophenol

Concomitants: Compound RN

2050093

Concomitants: Compound name

o-Nitrophenyl acetate

Concomitants: Compound role

SUB

Parkinson, Elizabeth I.; Jason Hatfield; Tsurkan, Lyudmila; Hyatt, Janice L.; Edwards, Carol C.; Hicks, Latorya D.; Yan, Bing; Potter, Philip M.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 15; (2011); p. 4635 - 4643, View in Reaxys 3 of 44

Target Name

Acetylcholinesterase [human]

Target Synonyms

acetylcholinesterase; ache

Target Uniprot ID

p22303

Target PDB ID

1b41; 1f8u; 1puv; 1puw; 1vzj; 2clj; 2x8b; 3lii; 4bdt; 4ey4; 4ey5; 4ey6; 4ey7; 4ey8; 4m0e; 4m0f; 4pqe; 5foq; 5fpq; 5hf5; 5hf6; 5hf8; 5hf9; 5hfa

Target, Subunit, Species

Acetylcholinesterase [human]

Target Mutant/Chimera Details

Acetylcholinesterase [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Enzymology inhibition

Substance RN

878450View in Reaxys

Substance Name

17

Substance Dose

0.00100000 nM

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Qualitative value

>

Quantitative value

100000

Measurement pX

1

Metabolite RN

1736827

Metabolite name

Thiocholine

Concomitants: Compound RN

1764437

Concomitants: Compound name

Acetylthiocholine

Concomitants: Compound role

SUB

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Parkinson, Elizabeth I.; Jason Hatfield; Tsurkan, Lyudmila; Hyatt, Janice L.; Edwards, Carol C.; Hicks, Latorya D.; Yan, Bing; Potter, Philip M.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 15; (2011); p. 4635 - 4643, View in Reaxys 4 of 44

Target Name

Acetylcholinesterase [human]

Target Synonyms

acetylcholinesterase; ache

Target Uniprot ID

p22303

Target PDB ID

1b41; 1f8u; 1puv; 1puw; 1vzj; 2clj; 2x8b; 3lii; 4bdt; 4ey4; 4ey5; 4ey6; 4ey7; 4ey8; 4m0e; 4m0f; 4pqe; 5foq; 5fpq; 5hf5; 5hf6; 5hf8; 5hf9; 5hfa

Target, Subunit, Species

Acetylcholinesterase [human]

Target Mutant/Chimera Details

Acetylcholinesterase [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Enzymology inhibition

Substance RN

878450View in Reaxys

Substance Name

17

Substance Dose

0.00100000 nM

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Qualitative value

>

Quantitative value

100000

Measurement pX

1

Metabolite RN

1736827

Metabolite name

Thiocholine

Concomitants: Compound RN

1777055

Concomitants: Compound name

Butyrylthiocholine

Concomitants: Compound role

SUB

Parkinson, Elizabeth I.; Jason Hatfield; Tsurkan, Lyudmila; Hyatt, Janice L.; Edwards, Carol C.; Hicks, Latorya D.; Yan, Bing; Potter, Philip M.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 15; (2011); p. 4635 - 4643, View in Reaxys 5 of 44

Target Name

Carboxylesterase 2 [human]

Target Synonyms

carboxylesterase 2

Target, Subunit, Species

Carboxylesterase 2 [human]

Target Mutant/Chimera Details

Carboxylesterase 2 [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Spodoptera frugiperda

Cells/Cell Lines

cells

Substance RN

878450View in Reaxys

Substance Name

17

Substance Dose

0.00100000 nM

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Measurement Parameter

Ki (inhibition constant)

Unit

nM

Quantitative value

1840

Deviation

260

Measurement pX

5.74

Metabolite RN

775403

Metabolite name

o-Nitrophenol

Concomitants: Compound RN

2050093

Concomitants: Compound name

o-Nitrophenyl acetate

Concomitants: Compound role

SUB

Parkinson, Elizabeth I.; Jason Hatfield; Tsurkan, Lyudmila; Hyatt, Janice L.; Edwards, Carol C.; Hicks, Latorya D.; Yan, Bing; Potter, Philip M.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 15; (2011); p. 4635 - 4643, View in Reaxys 6 of 44

Target Name

Carboxylesterase 2 [human]

Target Synonyms

carboxylesterase 2

Target, Subunit, Species

Carboxylesterase 2 [human]

Target Mutant/Chimera Details

Carboxylesterase 2 [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Cells/Cell Lines

Sf9 cell line

Substance RN

878450View in Reaxys

Substance Name

2

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Measurement Object

ALL

Quantitative value

1840

Deviation

260

Measurement pX

5.74

Concomitants: Compound RN

2050093

Concomitants: Compound name

o-Nitrophenyl acetate

Concomitants: Compound role

SUB

Wadkins, Randy M.; Hyatt, Janice L.; Wei, Xin; Yoon, Kyoung Jin P.; Wierdl, Monika; Edwards, Carol C.; Morton, Christopher L.; Obenauer, John C.; Damodaran, Komath; Beroza, Paul; Danks, Mary K.; Potter, Philip M.; Journal of Medicinal Chemistry; vol. 48; nb. 8; (2005); p. 2906 - 2915, View in Reaxys 7 of 44

Target Name

Carboxylesterase 1 [human]

Target Synonyms

carboxylesterase 1

Target, Subunit, Species

Carboxylesterase 1 [human]

Target Mutant/Chimera Details

Carboxylesterase 1 [human]:Wild

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Target Species (Bioactivity)

human

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Substance RN

878450View in Reaxys

Substance Name

2

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Measurement Object

ALL

Quantitative value

5270

Deviation

1730

Measurement pX

5.28

Concomitants: Compound RN

2050093

Concomitants: Compound name

o-Nitrophenyl acetate

Concomitants: Compound role

SUB

Wadkins, Randy M.; Hyatt, Janice L.; Wei, Xin; Yoon, Kyoung Jin P.; Wierdl, Monika; Edwards, Carol C.; Morton, Christopher L.; Obenauer, John C.; Damodaran, Komath; Beroza, Paul; Danks, Mary K.; Potter, Philip M.; Journal of Medicinal Chemistry; vol. 48; nb. 8; (2005); p. 2906 - 2915, View in Reaxys 8 of 44

Target Name

Carboxylesterase 1 [Leporidae]

Target Synonyms

carboxylesterase 1

Target, Subunit, Species

Carboxylesterase 1 [Leporidae]

Target Mutant/Chimera Details

Carboxylesterase 1 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Substance RN

878450View in Reaxys

Substance Name

2

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Measurement Object

ALL

Quantitative value

4930

Deviation

1320

Measurement pX

5.31

Concomitants: Compound RN

2050093

Concomitants: Compound name

o-Nitrophenyl acetate

Concomitants: Compound role

SUB

Wadkins, Randy M.; Hyatt, Janice L.; Wei, Xin; Yoon, Kyoung Jin P.; Wierdl, Monika; Edwards, Carol C.; Morton, Christopher L.; Obenauer, John C.; Damodaran, Komath; Beroza, Paul; Danks, Mary K.; Potter, Philip M.; Journal of Medicinal Chemistry; vol. 48; nb. 8; (2005); p. 2906 - 2915, View in Reaxys 9 of 44

Target Name

Acetylcholinesterase [human]

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Target Synonyms

acetylcholinesterase; ache

Target Uniprot ID

p22303

Target PDB ID

1b41; 1f8u; 1puv; 1puw; 1vzj; 2clj; 2x8b; 3lii; 4bdt; 4ey4; 4ey5; 4ey6; 4ey7; 4ey8; 4m0e; 4m0f; 4pqe; 5foq; 5fpq; 5hf5; 5hf6; 5hf8; 5hf9; 5hfa

Target, Subunit, Species

Acetylcholinesterase [human]

Target Mutant/Chimera Details

Acetylcholinesterase [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Enzymology inhibition

Substance RN

878450View in Reaxys

Substance Name

2

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Measurement Object

ALL

Qualitative value

>

Quantitative value

100000

Measurement pX

1

Concomitants: Compound RN

1764437

Concomitants: Compound name

Acetylthiocholine

Concomitants: Compound role

SUB

Wadkins, Randy M.; Hyatt, Janice L.; Wei, Xin; Yoon, Kyoung Jin P.; Wierdl, Monika; Edwards, Carol C.; Morton, Christopher L.; Obenauer, John C.; Damodaran, Komath; Beroza, Paul; Danks, Mary K.; Potter, Philip M.; Journal of Medicinal Chemistry; vol. 48; nb. 8; (2005); p. 2906 - 2915, View in Reaxys 10 of 44

Target Name

Cholinesterase [human]

Target Synonyms

acylcholine acylhydrolase; bche; butyrylcholine esterase; che1; choline esterase ii; cholinesterase; pseudocholinesterase

Target Uniprot ID

p06276

Target PDB ID

1eho; 1ehq; 1kcj; 1p0i; 1p0m; 1p0p; 1p0q; 1xlu; 1xlv; 1xlw; 2j4c; 2pm8; 2wid; 2wif; 2wig; 2wij; 2wik; 2wil; 2wsl; 2xmb; 2xmc; 2xmd; 2xmg; 2xqf; 2xqg; 2xqi; 2xqj; 2xqk; 2y1k; 3djy; 3dkk; 3o9m; 4aqd; 4axb; 4b0o; 4b0p; 4bbz; 4bds; 4tpk; 4xii; 5dyt; 5dyw; 5dyy; 5k5e; 5lkr

Target, Subunit, Species

Cholinesterase [human]

Target Mutant/Chimera Details

Cholinesterase [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Enzymology inhibition

Substance RN

878450View in Reaxys

Substance Name

2

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Measurement Object

ALL

Qualitative value

>

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Quantitative value

100000

Measurement pX

1

Concomitants: Compound RN

1777055

Concomitants: Compound name

Butyrylthiocholine

Concomitants: Compound role

SUB

Wadkins, Randy M.; Hyatt, Janice L.; Wei, Xin; Yoon, Kyoung Jin P.; Wierdl, Monika; Edwards, Carol C.; Morton, Christopher L.; Obenauer, John C.; Damodaran, Komath; Beroza, Paul; Danks, Mary K.; Potter, Philip M.; Journal of Medicinal Chemistry; vol. 48; nb. 8; (2005); p. 2906 - 2915, View in Reaxys 11 of 44

12 of 44

Target Name

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]

Target Synonyms

d-threo-aldose 1-dehydrogenase

Target, Subunit, Species

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]

Target Mutant/Chimera Details

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]:Wild

Target Species (Bioactivity)

Thermus thermophilus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menten constant of the compound towards Thermus thermophilus HB8 Aldose-1-dehydrogenase was measured as amount of enzyme that catalyzes the reduction of 1 umol of NADH in 0.1M potassium phosphate, pH 7.4 at 50 degree C

Biological Species/NCBI ID

Thermus thermophilus HB8

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

mM

Measurement Object

Michaelis-menten constant

Qualitative value

=

Quantitative value

2

Measurement pX

2.7

Target Name

Aldo-Keto Reductase Family 1, Member B13 [rat]

Target Synonyms

aldo-keto reductase family 1, member b13

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member B13 [rat]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member B13 [rat]:Wild

Target Species (Bioactivity)

rat

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic rate constant of the compound towards rat AKR1B13 was measured as amount of enzyme that catalyzes the oxidation or formation of 1 umol NADPH per min at 25 degree C using 1 mM pyridine-3-aldehyde as substrate in 0.1M potassium phosphate buffer, pH 7.4

Biological Species/NCBI ID

rat

Substance RN

878450View in Reaxys

Measurement Parameter

kcat

Unit

min-1

Measurement Object

Catalytic rate constant

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14 of 44

15 of 44

Qualitative value

=

Quantitative value

23

Concomitants: Compound name

pyridine-3-aldehyde

Concomitants: Compound role

SUB

Target Name

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]

Target Synonyms

d-threo-aldose 1-dehydrogenase

Target, Subunit, Species

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]

Target Mutant/Chimera Details

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]:Wild

Target Species (Bioactivity)

Thermus thermophilus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of the compound towards Thermus thermophilus HB8 Aldose-1-dehydrogenase was measured as amount of enzyme that catalyzes the reduction of 1 umol of NADH in 0.1M potassium phosphate, pH 7.4 at 50 degree C

Biological Species/NCBI ID

Thermus thermophilus HB8

Substance RN

878450View in Reaxys

Measurement Parameter

kcat

Unit

min-1

Measurement Object

Catalytic constant

Qualitative value

=

Quantitative value

1010

Target Name

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]

Target Synonyms

d-threo-aldose 1-dehydrogenase

Target, Subunit, Species

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]

Target Mutant/Chimera Details

D-Threo-Aldose 1-Dehydrogenase [Thermus thermophilus]:Wild

Target Species (Bioactivity)

Thermus thermophilus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic efficiency expressed as catalytic constant of the compound towards Thermus thermophilus HB8 Aldose-1-dehydrogenase to that of michaelis menten constant of the compound towards Thermus thermophilus HB8 Aldose-1-dehydrogenase was measured as amount of enzyme that catalyzes the reduction of 1 umol of NADH

Biological Species/NCBI ID

Thermus thermophilus HB8

Substance RN

878450View in Reaxys

Qualitative Results

Kcat/Km not calculated

Measurement Parameter

qualitative

Measurement Object

kcat/Km

Target Name

Aldo-Keto Reductase Family 1, Member B13 [rat]

Target Synonyms

aldo-keto reductase family 1, member b13

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member B13 [rat]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member B13 [rat]:Wild

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16 of 44

17 of 44

Target Species (Bioactivity)

rat

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menton constant of the compound towards rat AKR1B13 was measured as amount of enzyme that catalyzes the oxidation or formation of 1 umol NADPH per min at 25 degree C using 1 mM pyridine-3-aldehyde as substrate in 0.1 M potassium phosphate buffer, pH 7.4

Biological Species/NCBI ID

rat

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

ÂľM

Measurement Object

Michaelis-Menton constant of the compound towards AKR7A1 was measured as amount of enzyme that catalyzes the oxidation

Qualitative value

=

Quantitative value

56

Measurement pX

4.25

Concomitants: Compound name

Pyridine-3-aldehyde

Concomitants: Compound role

SUB

Target Name

Aldo-Keto Reductase Family 1, Member B13 [rat]

Target Synonyms

aldo-keto reductase family 1, member b13

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member B13 [rat]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member B13 [rat]:Wild

Target Species (Bioactivity)

rat

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic rate constant of the compound towards rat AKR1B13 to that of michaelis-menton constant of the compound towards rat AKR1B13 was measured as amount of enzyme that catalyzes the oxidation or formation of 1 umol NADPH per min at 25 degree C using 1 mM pyridine-3-aldehyde as substrate

Biological Species/NCBI ID

rat

Substance RN

878450View in Reaxys

Qualitative Results

Kcat/Km not calculated

Measurement Parameter

qualitative

Measurement Object

kcat/Km

Concomitants: Compound name

pyridine-3-aldehyde

Concomitants: Compound role

SUB

Bioassay Category

Metabolism/Transport

Bioassay Details

Partition Coefficient of the compound was determined

Substance RN

878450View in Reaxys

Measurement Parameter

qualitative

Measurement Object

Partition coefficient

Qualitative value

Not Published

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Parkinson, Elizabeth I.; Jason Hatfield; Tsurkan, Lyudmila; Hyatt, Janice L.; Edwards, Carol C.; Hicks, Latorya D.; Yan, Bing; Potter, Philip M.; Bioorganic and Medicinal Chemistry; vol. 19; nb. 15; (2011); p. 4635 - 4643, View in Reaxys 18 of 44

19 of 44

20 of 44

Target Name

Aldo-Keto Reductase Family 1, Member C12 [mouse]

Target Synonyms

aldo-keto reductase family 1, member c12

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C12 [mouse]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C12 [mouse]:Wild

Target Species (Bioactivity)

mouse

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of catalytic constant to that of Michaelis-Menten constant towards reduction of NADPH (0.1 mM) per min by recombinant mouse liver AKR1C12 expressed in E.coli BL21 cells in 0.1 M potassium phosphate, pH 6.5 at 25 degree C

Biological Species/NCBI ID

mouse

Organs/Tissues

liver

Substance RN

878450View in Reaxys

Qualitative Results

Kcat/Km not calculated

Measurement Parameter

qualitative

Measurement Object

kcat/Km

Target Name

Aldo-Keto Reductase Family 1, Member C12 [mouse]

Target Synonyms

aldo-keto reductase family 1, member c12

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C12 [mouse]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C12 [mouse]:Wild

Target Species (Bioactivity)

mouse

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of compound towards reduction of NADPH (0.1 mM) per min by recombinant mouse liver AKR1C12 expressed in E.coli BL21 cells in 0.1 M potassium phosphate, pH 6.5 at 25 degree C

Biological Species/NCBI ID

mouse

Organs/Tissues

liver

Substance RN

878450View in Reaxys

Measurement Parameter

kcat

Unit

min-1

Qualitative value

=

Quantitative value

44

Target Name

Aldo-Keto Reductase Family 1, Member C12 [mouse]

Target Synonyms

aldo-keto reductase family 1, member c12

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C12 [mouse]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C12 [mouse]:Wild

Target Species (Bioactivity)

mouse

Bioassay Category

In Vitro (Efficacy)

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21 of 44

Bioassay Details

Michaelis-Menten constant of compound towards reduction of NADPH (0.1 mM) per min by recombinant mouse liver AKR1C12 expressed in E.coli BL21 cells in 0.1 M potassium phosphate, pH 6.5 at 25 degree C

Biological Species/NCBI ID

mouse

Organs/Tissues

liver

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

ÂľM

Qualitative value

=

Quantitative value

25

Measurement pX

4.6

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro percent survival of K+ (25 mM) deprivation-induced apoptosis of rat cerebellar granule neurons at 10 uM of compound using MTT assay

Biological Species/NCBI ID

rat

Cells/Cell Lines

Brain cerebellar granule neuron cell

Substance RN

878450View in Reaxys

Measurement Parameter

Survival activity

Unit

%

Measurement Object

Survival

Qualitative value

=

Quantitative value

53

Deviation

5.1

Kawase, Masami; Sunaga, Katsuyoshi; Tani, Satoru; Niwa, Masayuki; Uematsu, Toshihiko; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1335 - 1337, View in Reaxys 22 of 44

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro percent survival of K+ (25 mM) deprivation-induced apoptosis of rat cerebellar granule neurons at 100 uM of compound using MTT assay

Biological Species/NCBI ID

rat

Cells/Cell Lines

Brain cerebellar granule neuron cell

Substance RN

878450View in Reaxys

Measurement Parameter

Survival activity

Unit

%

Measurement Object

Survival

Qualitative value

=

Quantitative value

50.1

Deviation

5.2

Kawase, Masami; Sunaga, Katsuyoshi; Tani, Satoru; Niwa, Masayuki; Uematsu, Toshihiko; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1335 - 1337, View in Reaxys 23 of 44

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro percent survival of K+ (25 mM) deprivation-induced apoptosis of rat cerebellar granule neurons at 1 uM of compound using MTT assay

Biological Species/NCBI ID

rat

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Cells/Cell Lines

Brain cerebellar granule neuron cell

Substance RN

878450View in Reaxys

Measurement Parameter

Survival activity

Unit

%

Measurement Object

Survival

Qualitative value

=

Quantitative value

52.3

Deviation

4.7

Kawase, Masami; Sunaga, Katsuyoshi; Tani, Satoru; Niwa, Masayuki; Uematsu, Toshihiko; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1335 - 1337, View in Reaxys 24 of 44

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro percent survival of K+ (25 mM) deprivation-induced apoptosis of rat cerebellar granule neurons at 3 uM of compound using MTT assay

Biological Species/NCBI ID

rat

Cells/Cell Lines

Brain cerebellar granule neuron cell

Substance RN

878450View in Reaxys

Measurement Parameter

Survival activity

Unit

%

Measurement Object

Survival

Qualitative value

=

Quantitative value

51.4

Deviation

4.8

Kawase, Masami; Sunaga, Katsuyoshi; Tani, Satoru; Niwa, Masayuki; Uematsu, Toshihiko; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1335 - 1337, View in Reaxys 25 of 44

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro percent survival of K+ (25 mM) deprivation-induced apoptosis of rat cerebellar granule neurons at 3 uM of compound using MTT assay

Biological Species/NCBI ID

rat

Cells/Cell Lines

Brain cerebellar granule neuron cell

Substance RN

878450View in Reaxys

Measurement Parameter

Survival activity

Unit

%

Measurement Object

Survival

Qualitative value

=

Quantitative value

49.8

Deviation

5.1

Kawase, Masami; Sunaga, Katsuyoshi; Tani, Satoru; Niwa, Masayuki; Uematsu, Toshihiko; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1335 - 1337, View in Reaxys 26 of 44

Target Name

Urease [Canavalia ensiformis]

Target Synonyms

urea amidohydrolase; urease

Target Uniprot ID

p07374

Target PDB ID

3la4; 4goa; 4gy7; 4h9m

Target, Subunit, Species

Urease [Canavalia ensiformis]

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Target Mutant/Chimera Details

Urease [Canavalia ensiformis]:Wild

Target Species (Bioactivity)

Canavalia ensiformis

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration of the compound against jack bean urease; No or minimal inhibition upto 400 ug/ml

Biological Species/NCBI ID

Canavalia ensiformis

Substance RN

878450View in Reaxys

Substance Dose

= 400 Âľg/mL

Measurement Parameter

IC50

Qualitative value

ND

Tanaka, Toru; Kawase, Masami; Tani, Satoru; Bioorganic and Medicinal Chemistry; vol. 12; nb. 2; (2004); p. 501 - 505, View in Reaxys 27 of 44

28 of 44

Target Name

Alcohol dehydrogenase [NADP(+)] [dog]

Target Synonyms

alcohol dehydrogenase

Target, Subunit, Species

Alcohol dehydrogenase [NADP(+)] [dog]

Target Mutant/Chimera Details

Alcohol dehydrogenase [NADP(+)] [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of maximum velocity to that of Michaelis-Menten constant towards dog liver NADPH-linked Aldehyde reductase activity using 10 mM D-glucronate upon incubation in 0.1 M potassium phosphate buffer, pH 7.5 with compound measured by oxidation of 1 umol of NADPH/min at 25 degree C

Biological Species/NCBI ID

dog

Organs/Tissues

liver

Substance RN

878450View in Reaxys

Qualitative Results

Vmax/Km not calculated

Measurement Parameter

qualitative

Measurement Object

Vmax/Km

Concomitants: Compound name

D-glucronate

Concomitants: Compound role

SUB

Target Name

Alcohol dehydrogenase [NADP(+)] [dog]

Target Synonyms

alcohol dehydrogenase

Target, Subunit, Species

Alcohol dehydrogenase [NADP(+)] [dog]

Target Mutant/Chimera Details

Alcohol dehydrogenase [NADP(+)] [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

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Bioassay Details

Maximum velocity towards dog liver NADPH-linked Aldehyde reductase activity using 10 mM Dglucronate upon incubation in 0.1 M potassium phosphate buffer, pH 7.5 with compound measured by oxidation of 1 umol of NADPH/min at 25 degree C

Biological Species/NCBI ID

dog

Organs/Tissues

liver

Substance RN

878450View in Reaxys

Qualitative Results

Vmax not calculated

Measurement Parameter

qualitative

Measurement Object

Vmax

Target Name

Alcohol dehydrogenase [NADP(+)] [dog]

Target Synonyms

alcohol dehydrogenase

Target, Subunit, Species

Alcohol dehydrogenase [NADP(+)] [dog]

Target Mutant/Chimera Details

Alcohol dehydrogenase [NADP(+)] [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menten constant towards dog liver NADPH-linked Aldehyde reductase activity using 10 mM D-glucronate upon incubation in 0.1 M potassium phosphate buffer, pH 7.5 with compound measured by oxidation of 1 umol of NADPH/min at 25 degree C

Biological Species/NCBI ID

dog

Organs/Tissues

liver

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

mM

Measurement Object

Michaelis-menten constant

Qualitative value

=

Quantitative value

0.12

Measurement pX

3.92

Concomitants: Compound name

D-glucronate (10 mM)

Concomitants: Compound role

COM

Bioassay Category

Metabolism/Transport

Bioassay Details

t1/2 of the compound was determined

Substance RN

878450View in Reaxys

Measurement Parameter

t1/2 el

Unit

hour

Measurement Object

Half Life

Qualitative value

=

Quantitative value

0.19

Poirier, Donald; Current Medicinal Chemistry; vol. 10; nb. 6; (2003); p. 453 - 477, View in Reaxys 31 of 44

Bioassay Category

Toxicity/Safety Pharmacology

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Bioassay Details

Skin sensitization in mouse is determined as stimulation index (SI), as the ratio of tritiated thymidine uptake in treated animal to uptake in control animals upon topical administration by local lymph node assay (LLNA);Topical

Biological Species/NCBI ID

mouse

Substance RN

878450View in Reaxys

Substance Route of Adm.

topical administration

Measurement Parameter

qualitative

Qualitative value

Not Published

Roberts, David W.; Aptula, Aynur O.; Patlewicz, Grace; Chemical Research in Toxicology; vol. 19; nb. 9; (2006); p. 1228 1233, View in Reaxys 32 of 44

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Target Name

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c27

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menten constant of rabbit recombinant AKR1C27 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

ÂľM

Qualitative value

=

Quantitative value

5

Measurement pX

5.3

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c28

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of rabbit recombinant AKR1C28 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

kcat

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Unit

min-1

Qualitative value

=

Quantitative value

9.3

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c26

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menten constant of rabbit recombinant AKR1C26 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

µM

Qualitative value

=

Quantitative value

3

Measurement pX

5.52

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c27

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of rabbit recombinant AKR1C27 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C with respect to Michaelis-Menten constant

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

kcat/Km

Unit

µM/min

Qualitative value

=

Quantitative value

5.4

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Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c26

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of rabbit recombinant AKR1C26 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

kcat

Unit

min-1

Qualitative value

=

Quantitative value

12

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c28

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of rabbit recombinant AKR1C28 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C with respect to Michaelis-Menten constant

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

kcat/Km

Unit

ÂľM/min

Qualitative value

=

Quantitative value

12

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]

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Target Synonyms

aldo-keto reductase family 1, member c26

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C26 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of rabbit recombinant AKR1C26 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C with respect to Michaelis-Menten constant

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

kcat/Km

Unit

ÂľM/min

Qualitative value

=

Quantitative value

4

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c27

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C27 [Leporidae]:Wild

Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Catalytic constant of rabbit recombinant AKR1C27 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

kcat

Unit

min-1

Qualitative value

=

Quantitative value

27

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Target Name

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]

Target Synonyms

aldo-keto reductase family 1, member c28

Target, Subunit, Species

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]

Target Mutant/Chimera Details

Aldo-Keto Reductase Family 1, Member C28 [Leporidae]:Wild

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Target Species (Bioactivity)

Leporidae

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Michaelis-Menten constant of rabbit recombinant AKR1C28 expressed in Escherichia coli BL21 (DE3) pLysS cells upon incubation with compound in 0.1 M potassium phosphate, pH 7.4 in presence of 80 uM NADH for 30 min at 37 degree C

Biological Species/NCBI ID

Leporidae

Substance RN

878450View in Reaxys

Measurement Parameter

Km (Michaelis constant)

Unit

µM

Qualitative value

=

Quantitative value

0.8

Measurement pX

6.1

Concomitants: Compound name

NADH

Concomitants: Compound role

COM

Substance Effect

Cytotoxic

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Name

Cell/tumor cell: proliferation/viability/growth

Cells/Cell Lines

SU-DHL-9 cell line

Substance RN

878450View in Reaxys

Substance Name

12-table 3

Substance Dose

10 µM

Measurement Parameter

inhibition rate

Unit

%

Quantitative value

-5

Measurement pX

1

Concomitants: Compound name

Fetal calf serum

Concomitants: Compound role

COM

Patent; BRITISH COLUMBIA CANCER AGENCY BRANCH; JONES, Steven J.M.; YAKOVENKO, Oleksandr; THOENE, Silvia; CHEUNG, Pierre Yulmin; AN, Jianghong; WO2013/127011; (2013); (A1) English, View in Reaxys 42 of 44

Target Name

Transient receptor potential cation channel subfamily A member 1 [human]

Target Synonyms

anktm1; ankyrin-like with transmembrane domains protein 1; transformation-sensitive protein p120; transient receptor potential cation channel subfamily a member 1; trpa1

Target Uniprot ID

o75762

Target PDB ID

3j9p

Target, Subunit, Species

Transient receptor potential cation channel subfamily A member 1 [human]

Target Mutant/Chimera Details

Transient receptor potential cation channel subfamily A member 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

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Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

HEK293 cell line

Substance RN

878450View in Reaxys

Substance Name

1-phenyl-1,2-propanedione

Substance Dose

1 mM

Measurement Parameter

% Activation

Unit

%

Measurement Object

relative to standard agonist

Quantitative value

98.6

Target Name

Transient receptor potential cation channel subfamily V member 1 [human]; Transient receptor potential cation channel subfamily A member 1 [human]

Target Synonyms

capsaicin receptor; osm-9-like trp channel 1; otrpc1; transient receptor potential cation channel subfamily v member 1; trpv1; vanilloid receptor 1; vr1 + anktm1; ankyrin-like with transmembrane domains protein 1; transformation-sensitive protein p120; transient receptor potential cation channel subfamily a member 1; trpa1

Target Uniprot ID

q8ner1 + o75762

Target PDB ID

3j9p

Target, Subunit, Species

Transient receptor potential cation channel subfamily V member 1 [human]; Transient receptor potential cation channel subfamily A member 1 [human]

Target Mutant/Chimera Details

Transient receptor potential cation channel subfamily V member 1 [human]:Wild; Transient receptor potential cation channel subfamily A member 1 [human]:Wild

Target Species (Bioactivity)

human; human

Target Transfection

Transfected; Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

HEK293 cell line

Substance RN

878450View in Reaxys

Substance Name

1-phenyl-1,2-propanedione

Substance Dose

1 mM

Measurement Parameter

% Activation

Unit

%

Measurement Object

relative to standard agonist

Quantitative value

105.5

Target Name

Transient receptor potential cation channel subfamily V member 1 [human]

Target Synonyms

capsaicin receptor; osm-9-like trp channel 1; otrpc1; transient receptor potential cation channel subfamily v member 1; trpv1; vanilloid receptor 1; vr1

Target Uniprot ID

q8ner1

Target, Subunit, Species

Transient receptor potential cation channel subfamily V member 1 [human]

Target Mutant/Chimera Details

Transient receptor potential cation channel subfamily V member 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

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Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

HEK293 cell line

Substance RN

878450View in Reaxys

Substance Name

1-phenyl-1,2-propanedione

Substance Dose

1 mM

Measurement Parameter

% Activation

Unit

%

Measurement Object

relative to standard agonist

Quantitative value

66.6

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