Monday 3 September 2012

Xtandi is a Cyano Benzene

Xtandi contains a cyano benzene group in its molecular structure. Xtandi is the trade name for Enzalutamide (MDV3100) a chemical whose real name is 4-[3-[4-Cyano-3-(trifluoromethyl)phenyl]- 5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methylbenzamide. So the real chemical name reveals this is a cyanide containing molecule. It also contains a thiohydantoin group which is found in insecticides which may explain its cardiotoxic side effects.

The chemical structure of Xtandi shows the cyanide group (NC-) attached to a benzene ring revealing it to be a cyano benzene derivative. This class of compounds are known to have toxic side effects and are used in weedkillers.

The drug also undergoes CYP2C8 mediated N-demethylation in the liver liberating formaldehyde which is hepatotoxic.

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