6-Substituted 2-Oxo-2H-1-benzopyran-3-carboxylic Acid as a Core Structure for Specific Inhibitors of Human Leukocyte Elastase was written by Doucet, Caroline;Pochet, Lionel;Thierry, Nicole;Pirotte, Bernard;Delarge, Jacques;Reboud-Ravaux, Michele. And the article was included in Journal of Medicinal Chemistry in 1999.Electric Literature of C6H6N2O3 This article mentions the following:
Pyridyl esters of 6-substituted 2-oxo-2H-1-benzopyran-3-carboxylic acid were designed as mechanism-based inhibitors of human leukocyte elastase. Compounds of chloropyridylbenzopyran carboxylates (e.g., I) specifically inhibited this enzyme. Several of the tested compounds [substituted pyridylchloromethylbenzopyran carboxylates (e.g., II and III)] acted as powerful time-dependent inhibitors of both human leukocyte elastase and α-chymotrypsin; some compounds of these series inhibited thrombin. Trypsin was not inhibited. A transient inactivation was observed for human leukocyte elastase (ki/KI = 107 000 M-1·s-1 for I) and thrombin (ki/KI = 7 200 M-1·s-1 for III) as demonstrated by spontaneous or hydroxylamine-accelerated reactivation, irresp. of the nature of the substituent at the 6-position. Conversely, α-chymotrypsin was irreversibly inhibited by 6-chloromethyl derivatives (ki/KI = 107 400 M-1·s-1 for III). The presence of a latent alkylating function at the 6-position (chloromethyl group) was required for leading to this inactivation. In the absence of such an alkylating function (e.g., I), human leukocyte elastase was specifically inhibited suggesting that this new series of human leukocyte elastase inhibitors may be of potential therapeutic interest in degradative and degenerative processes involving this enzyme. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2Electric Literature of C6H6N2O3).
3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Electric Literature of C6H6N2O3