Another example of an ω‐oxidation can be found in the antidiabetic chlorpropamide. The propyl chain in chlorpropamide actually undergoes two different ω‐oxidations. One is on the end of the propyl chain. This is a true ω‐oxidation as it occurs on the end (omega) of the chain. The other is an oxidation on the second‐to‐last carbon. This is formally called an ω‐1‐oxidation because it occurs one carbon removed from the end of the chain.
While ω‐oxidations are less common than other types of Phase I metabolic reactions, they are encountered with some regularity. OPTIONAL‐Please participate in the online discussion forum.
Predicting phase I metabolites Background: Based on the functional groups in a molecule, the most likely metabolites of a drug can often be predicted. Instructions: In the questions below, predict likely structures of metabolites of mepyramine, one of the early antihistamine drugs. Drawing the metabolite structures will require you to watch a video on the use of JSDraw, a chemistry drawing program. Learning Goals: To learn how to use JSDraw and gain experience predicting metabolites.
JSDraw tutorial video Please watch the online video (4 minutes, 33 seconds). Please complete the online exercise. OPTIONAL‐Please participate in the online discussion forum.
Published on May 6, 2014