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J Enzyme Inhib Med Chem. 2013 Apr;28(2):305-10. doi: 10.3109/14756366.2011.639016. Epub 2011 Dec 5.

2-Amino-3-cyanopyridine derivatives as carbonic anhydrase inhibitors.

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Department of Chemistry, Faculty of Science and Arts, Gazi University, Teknikokullar, Ankara, Turkey.


Carbonic anhydrases (CAs, EC are ubiquitous enzymes that catalyze the hydration of CO(2) to bicarbonate and protons. Inhibition of CAs has been clinically exploited for the treatment of various classes of diseases for decades, but investigating new classes of inhibitors continues to be important. We have synthesized a series of 2-amino-3-cyano-4-heteroaryl (5a-l) compounds and characterized the structures by NMR, IR and elemental analyses. We tested the ability of these compounds to inhibit two metalloenzyme human carbonic anhydrase (hCA, EC isozymes, hCA I and hCA II. Compounds 5d and 5b showed the best inhibition activity against hCA I (IC(50): 33 and 34 µM, respectively), and compound 5d showed the best activity against hCA II (IC(50): 56 µM).

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