Neticonazole hydrochloride, SS-717, Newral, Atolant
盐酸奈替康唑 奈康唑 Chemical Name: (E)-1-[2-(Methylthio)-1-(2-pentyloxyphenyl)vinyl]-1H-imidazole hydrochloride
CAS No. 130773-02-3, 130726-68-0 (free base), 111788-99-9 (undefined isomer)
项目整合开发状态: Launched-1993
项目研究机构: SSP (Originator), Baker Cummins (Licensee), Mitsubishi Pharma (Licensee)
合成路线:The reaction of 2-bromo-2'-hydroxyacetophenone (I) with sodium methylmercaptide in methanol gives 2'-hydroxy-2-(methylthio)acetophenone (II),which is condensed with imidazole (III) by means of SOCl2 in dichloromethane to afford (E)-1-[1-(2-hydroxyphenyl)-2-(methylthio)vinyl]-1H-imidazole (IV),along with some of the (Z)-isomer.Finally,(IV) is condensed with pentyl bromide (V) by means of KOH in DMF.
📌 参考资料/链接：
参考文献标题:Imidazole derivs
文献作者:Ogawa,M.; Matsuda,H.; Asaoka,T.; Oono,J.; Katori,T.(SSP Co.,Ltd.)
参考来源:EP 0227011; JP 1988146864; US 4740601
📄 详细内容
合成路线:The reaction of 2-bromo-2'-hydroxyacetophenone (I) with sodium methylmercaptide in methanol gives 2'-hydroxy-2-(methylthio)acetophenone (II),which is condensed with imidazole (III) by means of SOCl2 in dichloromethane to afford (E)-1-[1-(2-hydroxyphenyl)-2-(methylthio)vinyl]-1H-imidazole (IV),along with some of the (Z)-isomer.Finally,(IV) is condensed with pentyl bromide (V) by means of KOH in DMF.
参考文献标题:Synthesis and antifungal activities of a series of (1,2-disubstituted vinyl)imidazoles
文献作者:Ogawa,M.; Matsuda,H.; Eto,H.; Asaoka,T.; Kuraishi,T.; Iwasa,A.; Nakashima,T.; Yamaguchi,K.
参考来源:Chem Pharm Bull 1991,39(9),2301
合成路线:The reaction of 2-bromo-2'-hydroxyacetophenone (I) with sodium methylmercaptide in methanol gives 2'-hydroxy-2-(methylthio)acetophenone (II),which is condensed with imidazole (III) by means of SOCl2 in dichloromethane to afford (E)-1-[1-(2-hydroxyphenyl)-2-(methylthio)vinyl]-1H-imidazole (IV),along with some of the (Z)-isomer.Finally,(IV) is condensed with pentyl bromide (V) by means of KOH in DMF.
参考文献标题:Neticonazole Hydrochloride
文献作者:Fromtling,R.A.; Castar,J.
参考来源:Drugs Fut 1993,18(4),324