SM-19712
N-(4-氯苯基磺酰)-N'-(4-氰基-3-甲基-1-苯基吡哧唑-5-基)尿素钠盐Chemical Name: N-(4-Chlorophenylsulfonyl)-N'-(4-cyano-3-methyl-1-phenylpyrazol-5-yl)urea sodium salt
CAS No. 194542-56-8
项目整合开发状态: Preclinical
项目研究机构: Sumitomo Pharmaceuticals (Originator)
合成路线:The known 5-amino-4-cyano-1-phenylpyrazole (I) was coupled with 4-chlorobenzenesulfonyl isocyanate (II) to produce the sulfonyl urea (III).This compound was converted to the corresponding sodium salt by evaporation of its solution in aqueous NaOH.
📌 参考资料/链接：
参考文献标题:Sulfonylureidopyrazole derivs.
文献作者:Matsushita,K.; Hasegawa,H.; Kuribayashi,Y.; Ohashi,N.(Sumitomo Pharmaceuticals Co.,Ltd.)
参考来源:EP 0885890; JP 1998007658; WO 9730978
📄 详细内容
合成路线:The known 5-amino-4-cyano-1-phenylpyrazole (I) was coupled with 4-chlorobenzenesulfonyl isocyanate (II) to produce the sulfonyl urea (III).This compound was converted to the corresponding sodium salt by evaporation of its solution in aqueous NaOH.
合成路线:The intermediate amino pyrazole (I) was prepared as follows.Acylation of malononitrile (IV) with acetyl chloride (V) in the presence of Et3N afforded (1-hydroxyethyliden)malononitrile (VI).Subsequent methylation of the hydroxyl group with dimethyl sulfate gave enol ether (VII).Alternatively,malononitrile (IV) was converted to the ethyl enol ether (VIII) by condensation with triethyl orthoacetate in the presence of Ac2O.Cyclization of either (VII) or (VIII) with phenylhydrazine (IX) furnished 5-amino-4-cyano-1-phenylpyrazole (I).
参考文献标题:Synthesis of endothelin converting enzyme inhibitors and their structure activity relationships
文献作者:Hasegawa,H.; et al.
参考来源:21st Symp Med Chem (Nov 28 2001,Kyoto) 2001,Abst 1P-21
产品链接: CAS No. 194542-56-8››