CYP17 inhibitors. Annulations of additional rings in methylene imidazole substituted biphenyls: synthesis, biological evaluation and molecular modeling was written by Pinto-Bazurco Mendieta, Mariano A. E.;Negri, Matthias;Hu, Qingzhong;Hille, Ulrike E.;Jagusch, Carsten;Jahn-Hoffmann, Kerstin;Mueller-Vieira, Ursula;Schmidt, Dirk;Lauterbach, Thomas;Hartmann, Rolf W.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2008.Quality Control of Methyl 5-bromobenzo[b]thiophene-2-carboxylate This article mentions the following:
Twenty-one novel compounds originating from two classes of annulated biphenyls were synthesized as mimetics of the steroidal A- and C-rings and examined for their potency as inhibitors of human CYP17. Selected compounds were tested for inhibition of the hepatic CYP enzyme 3A4. Potent CYP17 inhibitors were found for each class, compound I (17 and 71% at 0.2 and 2 μM, resp.) and II (591 nM). Compound II showed only weak inhibition of CYP3A4 (32 and 64% at 2 and 10 μM, resp.). Both compounds, however, exhibited moderate to strong inhibition of the glucocorticoid-forming enzyme CYP11B1. The most interesting compounds were docked into our protein model. They bound into one of the modes which we have previously published. New interaction regions were identified. In the experiment, the researchers used many compounds, for example, Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0Quality Control of Methyl 5-bromobenzo[b]thiophene-2-carboxylate).
Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Quality Control of Methyl 5-bromobenzo[b]thiophene-2-carboxylate
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem