Design, synthesis, and biological evaluation of potent thiosemicarbazone based cathepsin L inhibitors was written by Kishore Kumar, G. D.;Chavarria, Gustavo E.;Charlton-Sevcik, Amanda K.;Arispe, Wara M.;MacDonough, Matthew T.;Strecker, Tracy E.;Chen, Shen-En;Siim, Bronwyn G.;Chaplin, David J.;Trawick, Mary Lynn;Pinney, Kevin G.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Formula: C9H10BrNO2 This article mentions the following:
A small library of 36 functionalized benzophenone thiosemicarbazone analogs was prepared by chem. synthesis and evaluated for their ability to inhibit the cysteine proteases cathepsin L and cathepsin B. The six most active inhibitors of cathepsin L (IC50 < 85 nM) in this series were I (R = 2-F, 3-F3C, 4-F, 2,3-F2, 3,5-F2, 2,3,4,5-F4). These six analogs were selective for their inhibition of cathepsin L vs. cathepsin B (IC50 > 10,000 nM). The most active analog in the series, thiosemicarbazone I (R = 2-F), also efficiently inhibited cell invasion of the DU-145 human prostate cancer cell line. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Formula: C9H10BrNO2).
4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group âOH replaced by an amine group âNRâ²Râ? or, equivalently, an acyl (alkanoyl) group RC(=O)â?joined to an amine group. The presence of the amide group âC(=O)Nâ?is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cmâ?. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Formula: C9H10BrNO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics