Imidafenacin, ONO-8025, KRP-197, Staybla
咪达那新Chemical Name: 4-(2-Methyl-1H-imidazolyl-1-yl)-2,2-diphenylbutyramide
CAS No. 170105-16-5
项目整合开发状态: Phase III
项目研究机构: Kyorin (Originator), Ono (Licensee)
合成路线:Alkylation of diphenylacetonitrile (I) with dibromoethane provided bromide (II).This was condensed with 2-methylimidazole (III) in the presence of Et3N in DMF to afford the substituted imidazole (IV).Finally,hydrolysis of the cyano group of (IV) with 70% sulfuric acid produced the target amide.
合成路线:Treatment of acetonitrile derivative (I) with dibromoethane (II) in toluene in the presence of NaNH2 affords bromo compound (III),which is then condensed with imidazole derivative (IV) by means of Et3N in DMF to provide compound (V).Hydrolysis of the cyano group of (V) with aqueous H2SO4 yields amide derivative (VI),which is finally subjected to alkyl quaternization by reaction with bromobenzyl bromide (VI) in acetone to furnish the desired product.
📌 参考资料/链接：
参考文献标题:Novel imidazole deriv.and process for producing the same
文献作者:Miyachi,H.; Okazaki,K.; Kiyota,H.; Segawa,M.(Kyorin Pharmaceutical Co.,Ltd.)
参考来源:EP 0733621; US 5932607; US 6103747; WO 9515951
📄 详细内容
合成路线:Alkylation of diphenylacetonitrile (I) with dibromoethane provided bromide (II).This was condensed with 2-methylimidazole (III) in the presence of Et3N in DMF to afford the substituted imidazole (IV).Finally,hydrolysis of the cyano group of (IV) with 70% sulfuric acid produced the target amide.
参考文献标题:Synthesis and antimuscarinic activity of a series of 4-(1-imidazolyl)-2,2-diphenylbutyramides: Discovery of potent and subtype-selective antimuscarinic agents
文献作者:Miyachi,H.; Kiyota,H.; Uchiki,H.; Segawa,M.
参考来源:Bioorg Med Chem 1999,7(6),1151
产品链接: CAS No. 170105-16-5››