Optimization of 5-(2,6-dichlorophenyl)-3-hydroxy-2-mercaptocyclohex-2-enones as potent inhibitors of human lactate dehydrogenase was written by Labadie, Sharada;Dragovich, Peter S.;Chen, Jinhua;Fauber, Benjamin P.;Boggs, Jason;Corson, Laura B.;Ding, Charles Z.;Eigenbrot, Charles;Ge, HongXiu;Ho, Qunh;Lai, Kwong Wah;Ma, Shuguang;Malek, Shiva;Peterson, David;Purkey, Hans E.;Robarge, Kirk;Salphati, Laurent;Sideris, Steven;Ultsch, Mark;VanderPorten, Erica;Wei, BinQing;Xu, Qing;Yen, Ivana;Yue, Qin;Zhang, Huihui;Zhang, Xuying;Zhou, Aihe. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Quality Control of 2-Bromo-4-hydroxybenzonitrile This article mentions the following:
Optimization of 5-(2,6-dichlorophenyl)-3-hydroxy-2-mercaptocyclohex-2-enone using structure-based design strategies resulted in inhibitors with considerable improvement in biochem. potency against human lactate dehydrogenase A (LDHA). These potent inhibitors were typically selective for LDHA over LDHB isoform (4-10 fold) and other structurally related malate dehydrogenases, MDH1 and MDH2 (>500 fold). An X-ray crystal structure of enzymically most potent mol. bound to LDHA revealed two addnl. interactions associated with enhanced biochem. potency. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-hydroxybenzonitrile (cas: 82380-17-4Quality Control of 2-Bromo-4-hydroxybenzonitrile).
2-Bromo-4-hydroxybenzonitrile (cas: 82380-17-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Quality Control of 2-Bromo-4-hydroxybenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts