2,2-Dichloropropanoic acid [C3H4Cl2O2] [CAS 75-99-0; InChIKey NDUPDOJHUQKPAG-UHFFFAOYSA-N; R

Reaxys

PubChem

eMolecules

LabNetwork

Bioactivities (28)

SigmaAldrich

Reactions (117)

Substances (1)

Structure

Targets (4)

Citations (175)

N° of preparations All Preps | All Reactions

Structure/Compound Data Chemical Name: 2,2-Dichloropropionic acid Reaxys Registry Number: 1750149

CAS Registry Number: 75-99-0 Type of Substance: acyclic Molecular Formula: C3H4Cl2O2

Linear Structure Formula: CH3Cl2CCOOH Molecular Weight: 142.97 InChI Key: NDUPDOJHUQKPAG-UHFFFAOYSA-N

1

34 prep out of 117 reactions.

Available Data

Target

N° of ref.

Druglikeness

Bioactivity

Identification Physical Data (31) Spectra (7) Other Data (15)

Show Targets

175

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2,2-Dichloropropionic acid Druglikeness Bioactivity In vitro: Efficacy (13) Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Activity

=

-30

%

Action on Target

Target Phenylalanine ammonia-lyase [Setaria viridis]:Wild

Tissue/Organ

Cell

Bioassay

Dose

Effect

Reference (expand all/collapse all) Phytochemistry, 1974 , ...

Title/Abstract Full Text Show Details

N. O. JANGAARD

Phytochemistry, 1974 , vol. 13, # 9 p. 1769 - 1775 Title/Abstract Full Text Show Details

Activity

=

-49

%

Phenylalanine ammonia-lyase [Amaranthus retroflexus]:Wild

Phytochemistry, 1974 , ...

Title/Abstract Full Text Show Details

N. O. JANGAARD

Phytochemistry, 1974 , vol. 13, # 9 p. 1769 - 1775 Title/Abstract Full Text Show Details

Qualitative Information 1 of 11

2 of 11

3 of 11

Results

tolerant before emergence and highly phytotoxic after emergence herbicide (Melissa officinalis L., 8.5-12.8 kg/ha)

Citation

Pank, F.; Eichholz, Erika; Ennet, D.; Zygmunt, Barbara

Pharmazie, 1987 , vol. 42, # 3 p. 191 - 195 Title/Abstract Full Text Show Details

Results

Highly toxic after the emergence for Achillea millefolium L. in established plants, 8.5 kg/ha.

Citation

Pank, F.; Zygmunt, B.; Hauschild, J.

Pharmazie, 1983 , vol. 38, # 11 p. 755 - 758 Title/Abstract Full Text Show Details

Effect

Toxic

Assay Description

4 of 11

5 of 11

6 of 11

Target : Pseudosuccinea columella, snail Bioassay : in vivo; culture containers; artificial spring water; 10 snails/conc.; eggs laid and hatceh in title comp. solution; hatched snails left to mature and develop in exposure solution; deshelled; homogen.; free amino acids anal.

Results

dose-dependent increase in conc. of alanine and glycine at 1.0-10.0 mg/l and in serine and threonine conc. at dose of 10 mg/l; no effect on glutamic acid level

Citation

Tate; Jackson; Christian

Bulletin of Environmental Contamination and Toxicology, 2000 , vol. 64, # 2 p. 258 - 262 Title/Abstract Full Text View citing articles Show Details

Target

enzyme:Wild

Assay Description

Effect : |enzyme; examination of Bioassay : one unit of D-2-chloropropionic acid dehalogenase activity (standard): amount of enzyme that produced 1 μmol Cl(-) per minute from D,L-2-CPA soluble and immobilised enzyme activity; immobilisation method: stable diazonium salt-controlled pore glass (SDZS/CPG; covalent linkage); ion chromatograph (IC) assay; 30 deg C; pH 7.5; activity towards the title comp.

Results

activity of soluble enzyme: 7 percent, immobilised enzyme: 0 percent (relative activity, 100 percent - activity with D,L-2-chloropropionic acid: 5.3 U/mg protein for soluble enzyme, 3.1 U/mg protein for immobilized enzyme)

Citation

Parker, Karen; Colby, John

Biodegradation, 1995 , vol. 6, # 3 p. 191 - 202 Title/Abstract Full Text View citing articles Show Details

Results

high phytotoxicity for Calendula officinalis L., 8.5 kg/ha prior to the emergence

Citation

Pank, F.; Ennet, D.

Pharmazie, 1988 , vol. 43, # 7 p. 503 - 506 Title/Abstract Full Text Show Details

Assay Description

Effect : |biotransformation Target : glutathione transferase Zeta, purified

Bioassay : title comp. incubated with/without enzyme, with/without glutathione in phosphate buffer, pH 7.4, 37 deg C, 20 min; analysis by HPLC

7 of 11

8 of 11

9 of 11

10 of 11

11 of 11

Results

enzyme activity: 244 nmol/min (mg protein)

Citation

Tong, Zeen; Board, Philip G.; Anders

Chemical Research in Toxicology, 1998 , vol. 11, # 11 p. 1332 - 1338 Title/Abstract Full Text View citing articles Show Details

Results

no effect on carboxylic acid-dependent PPi-ATP exchange catalysed by partially purified enzyme from Pinus radiata

Citation

Orchard; Anderson

Phytochemistry, 1996 , vol. 41, # 6 p. 1465 - 1472 Title/Abstract Full Text View citing articles Show Details

Results

high phytotoxicity against Papaver somniferum L., application before and after emergence

Citation

Pank, F.; Buhr, Liselotte; Boehm, H.

Pharmazie, 1987 , vol. 42, # 7 p. 467 - 470 Title/Abstract Full Text Show Details

Results

low toxic for Carum carvi L. in the 1st year of cultivation, 6.0 kg/ha after coming up of the caraway

Citation

Pank, F.; Marlow, H.; Eichholz, E.; Ennet, D.; Zygmunt, B.

Pharmazie, 1984 , vol. 39, # 12 p. 838 - 842 Title/Abstract Full Text Show Details

Results

herbicidal activity on Thyme

Citation

Pank, F.; Eichholz, Erika; Ennet, D.

Pharmazie, 1982 , vol. 37, # 11 p. 795 - 797 Title/Abstract Full Text Show Details

Target

ABC family transporter:Wild

Substance action on target

Inhibitor

Assay Description

Inhibitory activity of the compound against ABC transporter (ATP-binding cassette) over expressed in Arabidopsis plant

Citation

THOMAS Collin E.; WINDSOR J. Brian; ROUX Stan J.; LLOYD Alan M.

Patent: WO2000/46347 A1, 2000 ; Title/Abstract Full Text Show Details

In vivo: Animal Model (1) Qualitative Information 1 of 1

Target

enzyme:Wild

Assay Description

Effect : |enzyme; inhib. of Bioassay : inactivation of GSTZ (glutathione transferase zeta) in vivo in rats by title comp. studied; control: rats received 0.9 percent NaCl rats 200225 g wt. (n=3) received title comp.; after 12 h rats killed; liver homogenized in buffer; cytosolic fraction prepd.; dialyzed overnight; assayed for GSTZ activity

Results

treatment of rats with title comp. reduced GSTZ activity after 12 h to 78 percent of control (diagram)

Citation

Anderson, Wayne B.; Board, Philip G.; Gargano, Bryan; Anders

Chemical Research in Toxicology, 1999 , vol. 12, # 12 p. 1144 - 1149

Title/Abstract Full Text View citing articles Show Details

Metabolism (2) Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Action on Target

Target

Tissue/Organ

Cell

Cell fraction

Substrate /Carried Molecule

Dose

t1/2 el

=

12

hour

Reference (expand all/collapse all) ...

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t1/2 el

=

3

day

...

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Toxicity/Safety Pharmacology (12) Quantitative Results pX

Parameter

Value (qual)

Value (quant)

Unit

Action on Target

Target

Tissue/Organ

Cell

Bioassay

Dose

Effect

Reference (expand all/collapse all)

3.13

LC50

105

ppm

...

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100

ppm

...

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5000

ppm

...

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5000

ppm

...

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5.66

g/kg

...

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3860

mg/kg

...

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9330

mg/kg

...

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4800

ppm

...

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3.16

LC50

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1.46

LC50

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1.46

LC50

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LD50

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LD50

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LD50

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1.47

LC50

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1.46

LC50

5000

ppm

...

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Activity

ND

Patent: US2008/108665 ...

Title/Abstract Full Text Show Details

Huang, Jim X.; Zhu, Yuanming; Rogers, Richard B.; Loso, Michael R.; Hill, Robert L.; Thomas, James D.; Meade, Thomas; Gifford, James M.; DeMark, Joseph J.; Nugent, Benjamin M.

Patent: US2008/108665 A1, 2008 ; Title/Abstract Full Text Show Details

%

10

%

Bulletin of Environmenta...

Title/Abstract Full Text Show Details

McCorkle; Chambers; Yarbrough

Bulletin of Environmental Contamination and Toxicology, 1977 , vol. 18, # 3 p. 267 - 270 Title/Abstract Full Text Show Details

LD50

5000

mg/kg

Gaines; Linder

Fundamental and Applied Toxicology, 1986 , vol. 7, # 2 p. 299 - 308 Title/Abstract Full Text Show Details

Identification Physical Data Spectra Other Data

Fundamental and Applied ...

Title/Abstract Full Text Show Details