Flibanserin, BIMT-17-BS, BIMT-17
氟立班丝氨 1-(2-(4-(3-(三氟甲基)苯基)哌嗪-1-基)乙基)-1H-苯并[d]咪唑-2(3H)-酮烟酸盐 Chemical Name: 1-[2-[4-[3-(Trifluoromethyl)phenyl]piperazin-1-yl]ethyl]-2,3-dihydro-1H-benzimidazol-2-one
CAS No. 167933-07-5, 147359-76-0 (monoHCl)
项目整合开发状态: Phase II
项目研究机构: Boehringer Ingelheim (Originator)
合成路线:Flibanserin may be prepared by reacting 1-(phenylvinyl)-2,3-dihydro-1H-benzimidazol-2-one (I) with 1,2-dichloroethane (II) in the presence of NaH in warm dimethylformamide.The resulting 1-(2-chloroethyl)-2,3-dihydro-1H-benzimidazol-one (III) is in turn coupled with commercially available m-trifluoromethylphenylpiperazine hydrochloride (IV) in the presence of sodium carbonate and catalytic potassium iodide in refluxing ethanol.The crude flibanserin hydrochloride (V) is then dissolved in aqueous ethanol and the pure base is precipitated upon addition of sodium hydroxide.
📌 参考资料/链接：
参考文献标题:Benzimidazolone derivatives as 5-HT1A agonists and 5-HT2 antagonists
文献作者:Turconi,M.; Bietti,G.; Giraldo,E.; Borsini,F.; Bignotti,M.(Boehringer Ingelheim GmbH)
参考来源:EP 0526434; JP 1994509575; US 5576318; WO 9303016
📄 详细内容
合成路线:Flibanserin may be prepared by reacting 1-(phenylvinyl)-2,3-dihydro-1H-benzimidazol-2-one (I) with 1,2-dichloroethane (II) in the presence of NaH in warm dimethylformamide.The resulting 1-(2-chloroethyl)-2,3-dihydro-1H-benzimidazol-one (III) is in turn coupled with commercially available m-trifluoromethylphenylpiperazine hydrochloride (IV) in the presence of sodium carbonate and catalytic potassium iodide in refluxing ethanol.The crude flibanserin hydrochloride (V) is then dissolved in aqueous ethanol and the pure base is precipitated upon addition of sodium hydroxide.
参考文献标题:Flibanserin
文献作者:Cesana,R.; Borsini,F.; Ladinsky,H.; Ceci,A.; Giraldo,E.; Turconi,M.; Brambilla,A.; Monferini,E.
参考来源:Drugs Fut 1998,23(1),9
产品链接: CAS No. 167933-07-5›› 产品链接: CAS No.147359-76-0››