Tomoxiprole, MDL-035

托莫普罗Chemical Name: 3-Isopropyl-2-(4-methoxyphenyl)-3H-naphth[1,2-d]imidazole
CAS No. 76145-76-1
项目整合开发状态: Preclinical
项目研究机构: Lepetit (Originator)
合成路线:Reaction of 1-nitroso-2-naphthol (I) with isopropylamine in water gives 2-isopropylamino-1-nitrosonaphthalene (II).After hydrogenation,condensation of the resulting 2-isopropylamino-1,2-naphthalendiamine (III) with p-methoxybenzaldehyde yields the 1,2-dihydro derivative (IV),which is converted to MDL-035 with palladium on carbon.Toluene is used as a solvent throughout the synthesis.The overall yield on a 20-kg scale is 57%.
📌 参考资料/链接:
参考文献标题:Antimicrobial 3H-naphto[1,2-d]imidazoles
文献作者:Toja,E.; Omodei-Sale,A.; Selva,D.(Lepetit SpA)
参考来源:EP 0012866; JP 8092376; US 4340607; US 4435417

📄 详细内容


合成路线:Reaction of 1-nitroso-2-naphthol (I) with isopropylamine in water gives 2-isopropylamino-1-nitrosonaphthalene (II).After hydrogenation,condensation of the resulting 2-isopropylamino-1,2-naphthalendiamine (III) with p-methoxybenzaldehyde yields the 1,2-dihydro derivative (IV),which is converted to MDL-035 with palladium on carbon.Toluene is used as a solvent throughout the synthesis.The overall yield on a 20-kg scale is 57%.

参考文献标题:Tomoxiprole
文献作者:Castar,J.; Chu,S.S.; Serradell,M.N.
参考来源:Drugs Fut 1985,10(2),133


合成路线:Reaction of 1-nitroso-2-naphthol (I) with isopropylamine in water gives 2-isopropylamino-1-nitrosonaphthalene (II).After hydrogenation,condensation of the resulting 2-isopropylamino-1,2-naphthalendiamine (III) with p-methoxybenzaldehyde yields the 1,2-dihydro derivative (IV),which is converted to MDL-035 with palladium on carbon.Toluene is used as a solvent throughout the synthesis.The overall yield on a 20-kg scale is 57%.
参考文献标题:3-Alkyl-2-ary?3H-naphth[1,2-d]imidazoles,a novel class of nonacidic antiinflammatory agents
文献作者:Toja,E.; Selva,D.; Schiatti,P.
参考来源:J Med Chem 1984,27(5),610-616


产品链接: CAS No. 76145-76-1››