Motapizone, NAT-5239
莫他匹酮Chemical Name: (?-4,5-Dihydro-6-[4-(1H-imidazol-1-yl)-2-thienyl]-5-methyl-3(2H)-pyridazinone
CAS No. 90697-57-7
项目整合开发状态: Phase II
项目研究机构: Nattermann (Originator)
合成路线:The reaction of 4-bromo-2-thiophienecarboxaldehyde (I) with imidazole yields 4-(1H-imidazol-1-yl)-2 thiophenecarboxaldehyde (II),which by cyanide-catalyzed conjugate addition to 2-butenenitrile (III) in DMF is converted to 4-[4-(1H-imidazol-1-yl)-2-thienyl]-3-methyl-4-oxobutyronitrile (IV).Hydrolysis of (IV) in refluxing 4N HCl gives 4-[4-(1H imidazol-1-yl)-2-thienyl-4 oxobutanoic acid (V),which is finally cyclized with hydrazine in refluxing water to afford motapizone.
📌 参考资料/链接：
参考文献标题:Imidazolylalkylthienyl tetrahydropyridazines and processes for their use
文献作者:Borbe,H.; Doppelfeld,I.-S.; Hilboll,G.; L鰄r,J.P.; Prop,G.(A.Nattermann & Cie.GmbH)
参考来源:DE 3241102; EP 0112987; US 4644998
📄 详细内容
合成路线:The reaction of 4-bromo-2-thiophienecarboxaldehyde (I) with imidazole yields 4-(1H-imidazol-1-yl)-2 thiophenecarboxaldehyde (II),which by cyanide-catalyzed conjugate addition to 2-butenenitrile (III) in DMF is converted to 4-[4-(1H-imidazol-1-yl)-2-thienyl]-3-methyl-4-oxobutyronitrile (IV).Hydrolysis of (IV) in refluxing 4N HCl gives 4-[4-(1H imidazol-1-yl)-2-thienyl-4 oxobutanoic acid (V),which is finally cyclized with hydrazine in refluxing water to afford motapizone.
参考文献标题:Motapizone
文献作者:Prop,G.; Hilboll,G.; Borbe,H.O.
参考来源:Drugs Fut 1986,11(1),24
产品链接: CAS No. 90697-57-7››