网站主页>>>
项目整合精选>>>
项目整合精选>>>Fluvoxamine maleate, SME-3110, MK-264, DU-23000, Luvox CR, Depromel, Luvox, Faverin, Fevarin, Floxyfral
Fluvoxamine maleate, SME-3110, MK-264, DU-23000, Luvox CR, Depromel, Luvox, Faverin, Fevarin, Floxyfral
马来酸氟伏沙明 氟伏沙明 Chemical Name: 5-Methoxy-4'-(trifluoromethyl)valerophenone (E)-O-(2-aminoethyl)oxime maleate; 5-Methoxy-1-[4-(trifluoromethyl)phenyl]-1-pentanone (E)-O-(2-aminoethyl)oxime maleate
CAS No. 61718-82-9, 54739-18-3 (free base)
项目整合开发状态: Launched-1985
项目研究机构: Duphar (Originator), Solvay (Originator), Fujisawa (Licensee), Meiji Seika (Licensee)
合成路线:Compound can be prepared in three different ways all starting from p-trifluoromethyl-5-methoxy-valerophenone (I):1) By condensation of (I) with 2-aminooxyethylamine dihydrochloride in refluxing pyridine ethanol (C).2) The reaction of (I) with hydroxylamine as usual yields the corresponding oxime (II),which is then condensed with 2-chloroethylamine (B) by means of KOH in DMF.3) The reaction of the oxime (II) with Li and ethylene oxide (A) in absolute ethanol affords the O-(2-hydroxyethyl)oxime (III),which is esterified with mesyl chloride by means of triethylamine in methylene chloride giving the O-(2-mesyloxyethyl)oxime (IV).Finally,this compound is treated with NH3 in methanol at 100 C in a pressure vessel.
📌 参考资料/链接:
参考文献标题:Fluvoxamine
文献作者:Thorpe,P.J.; Castar,J.
参考来源:Drugs Fut 1978,3(4),288
📄 详细内容
合成路线:Compound can be prepared in three different ways all starting from p-trifluoromethyl-5-methoxy-valerophenone (I):1) By condensation of (I) with 2-aminooxyethylamine dihydrochloride in refluxing pyridine ethanol (C).2) The reaction of (I) with hydroxylamine as usual yields the corresponding oxime (II),which is then condensed with 2-chloroethylamine (B) by means of KOH in DMF.3) The reaction of the oxime (II) with Li and ethylene oxide (A) in absolute ethanol affords the O-(2-hydroxyethyl)oxime (III),which is esterified with mesyl chloride by means of triethylamine in methylene chloride giving the O-(2-mesyloxyethyl)oxime (IV).Finally,this compound is treated with NH3 in methanol at 100 C in a pressure vessel.
参考文献标题:Oxime ethers having anti-depressive activity
文献作者:Welle,H.B.A.; Claassen,V.
参考来源:DE 2610886; FR 2304336; GB 1535226; JP 51125345; NL 7503310; US 4085225
产品链接: CAS No. 61718-82-9›› 产品链接: CAS No.54739-18-3››