Oxmetidine Hydrochloride, SK&F-92994-J2(mesylate), SK&F-92994(free base), SK&F-92994-A2
5-(1,3-苯并二氧-5-甲基)-2-[[2-[[(5-甲基-1h-咪唑-4-基)甲基]硫代]乙基]氨基]-1h-嘧啶-4-酮二盐酸盐 奥美替丁 Chemical Name: 5-(1,3-Benzodioxol-5-ylmethyl)-2-[[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]amino]-4-(1H)-pyrimidinone dihydrochloride; 2-[[2-[[(5-Methylimidazol-4-yl)methyl]thio]ethyl]amino]-5-(3,4-methylenedioxybenzyl)-4(1H)-pyrimidinone dihydrochloride; 2-[[2-[[(5-Methylimidazol-4-yl)methyl]thio]ethyl]amino]-5-piperonyl-4(1H)-pyrimidinone dihydrochloride
CAS No. 63204-23-9, 72830-39-8 (free base), 84455-52-7 (mesylate)
项目整合开发状态: Phase II
项目研究机构: GlaxoSmithKline (Originator)
合成路线:The cyclization of ethyl 2-formyl-3-(3,4-methylenedioxyphenyl)propionate (I) with nitroguanidine (II) by means of sodium methoxide in refluxing methanol gives 2-nitroamino-5-(3,4-methylenedioxybenzyl)-4-pyrimidone (III),which is then condensed with 2-(5-methyl-4-imidazolylmethylthio)ethylamine (IV) in refluxing ethanol.
📌 参考资料/链接：
参考文献标题:Process for preparing 2-aminopyrimidones,intermediate 2-nitroaminopyrimidones and a process for their preparation
文献作者:Brown,T.H.(SmithKline Beecham plc)
参考来源:EP 0004793
📄 详细内容
合成路线:The cyclization of ethyl 2-formyl-3-(3,4-methylenedioxyphenyl)propionate (I) with nitroguanidine (II) by means of sodium methoxide in refluxing methanol gives 2-nitroamino-5-(3,4-methylenedioxybenzyl)-4-pyrimidone (III),which is then condensed with 2-(5-methyl-4-imidazolylmethylthio)ethylamine (IV) in refluxing ethanol.
合成路线:The cyclization of ethyl 3-(3,4-ethylenedioxyphenyl)propionate (V),ethyl formate (VI) and thiourea (VII) by means of Na in ether and ethanol gives 5-(3,4-methylenedioxyphenyl)-2-thiouracil (VIII),which by reaction with methyl iodide and NaOH in ethanol-water is converted into 5-(3,4-methylenedioxybenzyl)-2-methylthio-4-pyrimidone (IX).Finally,this compound is condensed with (IV) by heating at 150 C.
参考文献标题:Oxmetidine hydrochloride
文献作者:Blancafort,P.; Castar,J.; Serradell,M.N.
参考来源:Drugs Fut 1982,7(10),749
合成路线:The cyclization of ethyl 3-(3,4-ethylenedioxyphenyl)propionate (V),ethyl formate (VI) and thiourea (VII) by means of Na in ether and ethanol gives 5-(3,4-methylenedioxyphenyl)-2-thiouracil (VIII),which by reaction with methyl iodide and NaOH in ethanol-water is converted into 5-(3,4-methylenedioxybenzyl)-2-methylthio-4-pyrimidone (IX).Finally,this compound is condensed with (IV) by heating at 150 C.
参考文献标题:
文献作者:Brown,T.H.
参考来源:DE 2660563