Design and Synthesis of Human Immunodeficiency Virus Entry Inhibitors: Sulfonamide as an Isostere for the α-Ketoamide Group was written by Lu, Rong-Jian;Tucker, John A.;Zinevitch, Tatiana;Kirichenko, Olga;Konoplev, Vitalii;Kuznetsova, Svetlana;Sviridov, Sergey;Pickens, Jason;Tandel, Sagun;Brahmachary, Enugurthi;Yang, Yang;Wang, Jian;Freel, Stephanie;Fisher, Shelly;Sullivan, Alana;Zhou, Jiying;Stanfield-Oakley, Sherry;Greenberg, Michael;Bolognesi, Dani;Bray, Brian;Koszalka, Barney;Jeffs, Peter;Khasanov, Alisher;Ma, You-An;Jeffries, Cynthia;Liu, Changhui;Proskurina, Tatiana;Zhu, Tong;Chucholowski, Alexander;Li, Rongshi;Sexton, Connie. And the article was included in Journal of Medicinal Chemistry in 2007.Recommanded Product: 68867-17-4 This article mentions the following:
The crystal structures of many tertiary α-ketoamides reveal an orthogonal arrangement of the two carbonyl groups. Based on the hypothesis that the α-ketoamide HIV attachment inhibitor BMS 806 (formally BMS378806, 26) might bind to its gp120 target via a similar conformation, we designed and synthesized a series of analogs in which the ketoamide group is replaced by an isosteric sulfonamide group. The most potent of these analogs, 14i (I), demonstrated antiviral potency comparable to 26 in the M33 pseudotyped antiviral assay. Flexible overlay calculations of a ketoamide inhibitor with a sulfonamide inhibitor revealed a single conformation of each that gave significantly better overlap of key pharmacophore features than other conformations and thus suggest a possible binding conformation for each class. In the experiment, the researchers used many compounds, for example, Benzothiazole-5-carboxylic acid (cas: 68867-17-4Recommanded Product: 68867-17-4).
Benzothiazole-5-carboxylic acid (cas: 68867-17-4) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 68867-17-4
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica