Clamikalant sodium, HMR-1098
5-氯-2-甲氧基-N-[2-[4-甲氧基-3-(3-甲基噻哜二磺酰)苯]乙基]苯甲胺钠盐 5-氯-2-甲氧基-N-[2-[4-甲氧基-3-[[[(甲基氨基)硫代甲酰]氨基]磺酰基]苯基]乙基]-苯甲酰胺 Chemical Name: 5-Chloro-2-methoxy-N-[2-[4-methoxy-3-(3-methylthioureidosulfonyl)phenyl]ethyl]benzamide sodium salt
CAS No. 261717-22-0, 158751-64-5 (free acid)
项目整合开发状态: Discontinued
项目研究机构: Aventis Pharma (Originator)
合成路线:Condensation of 2-(4-methoxyphenyl)ethylamine (I) with either 5-chloro-2-methoxybenzoic acid (II) by means of CDI and TEA or 5-chloro-2-methoxybenzoyl chloride (III) by means of pyridine and DMAP gives the corresponding benzamide (IV),which by treatment with chlorosulfonic acid yields the sulfonyl chloride (V).Reaction of compound (V) with aqueous ammonia in acetone affords the expected sulfonamide (VI),which is finally treated with methyl isothiocyanate (VII) by means of either KOtBu or NaH in DMF.
📌 参考资料/链接：
参考文献标题:Substd.benzenesulfonylureas and -thioureas,process for their preparation and their use as pharmaceuticals
文献作者:Englert,H.; Mania,D.; Hartung,J.; G鰃elein,H.; Kaiser,J.; Linz,W.; Wettlaufer,D.(Aventis Pharma Deutschland GmbH)
参考来源:CA 2116165; EP 0612724; JP 1995304728; US 5574069; US 5698596; US 5776980
📄 详细内容
合成路线:Condensation of 2-(4-methoxyphenyl)ethylamine (I) with either 5-chloro-2-methoxybenzoic acid (II) by means of CDI and TEA or 5-chloro-2-methoxybenzoyl chloride (III) by means of pyridine and DMAP gives the corresponding benzamide (IV),which by treatment with chlorosulfonic acid yields the sulfonyl chloride (V).Reaction of compound (V) with aqueous ammonia in acetone affords the expected sulfonamide (VI),which is finally treated with methyl isothiocyanate (VII) by means of either KOtBu or NaH in DMF.
参考文献标题:Cardioselective KATP channel blockers derived from a new series of m-anisamidoethylbenzenesulfonylthioureas
文献作者:Scheidler,S.; Englert,H.C.; Gerlach,U.; Goegelein,H.; Hartung,J.; Heitsch,H.; Mania,D.
参考来源:J Med Chem 2001,44(7),1085
合成路线:Condensation of 2-(4-methoxyphenyl)ethylamine (I) with either 5-chloro-2-methoxybenzoic acid (II) by means of CDI and TEA or 5-chloro-2-methoxybenzoyl chloride (III) by means of pyridine and DMAP gives the corresponding benzamide (IV),which by treatment with chlorosulfonic acid yields the sulfonyl chloride (V).Reaction of compound (V) with aqueous ammonia in acetone affords the expected sulfonamide (VI),which is finally treated with methyl isothiocyanate (VII) by means of either KOtBu or NaH in DMF.
参考文献标题:Clamikalant sodium
文献作者:Mart韓,L.; Mealy,N.M.; Castar,J.
参考来源:Drugs Fut 2001,26(10),951
产品链接: CAS No. 261717-22-0›› 产品链接: CAS No.158751-64-5››