- 【药物名称】Ciclopirox olamine, HOE-296, Ciclochem, Penlac nail lacquer, Mycoster, Batrafen, Loprox
- 【化学名】6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone 2-aminoethanol
- 【CAS登记号】41621-49-2, 29342-05-0 (free base)
- 【结构式】
- 【分子式】C12-H17-N-O2.C2-H7-N-O
- 【分子量】268.3546
- 【原研厂家】Aventis Pharma (Originator), Pierre Fabre (Not Determined), Ferrer (Licensee)
- 【作用类别】Antifungal Agents, ANTIINFECTIVE THERAPY
- 【研发状态】Launched-1982
- 【合成情况】
- 〖来源〗Drugs Today
- 〖合成路线〗
- 〖标题〗
- 〖合成方法〗Compound can be prepared in two different ways: 1) The reaction of methyl 5-oxo-5-cyclohexyl-3-methylpentenoate (I) with NH2OH gives the corresponding oxime (II), which is then cyclized to 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone (III). Finally, this compound is salified with ethanolamine (IV). 2) Compound (III) can also be obtained by reaction of 6-cyclohexyl-4-methyl-2-pyron (V) with hydroxylamine hydrochloride in hot 2-aminopyridine.
- 〖作者〗Matsumoto, Y.; et al.
- 〖参考〗Matsumoto, Y.; et al.; . Drugs Today 1974, 10, 1, 35
- 〖出处〗Drugs Today1974,10,(1):35
- 〖备注〗
- 〖来源〗Drugs Fut
- 〖合成路线〗
- 〖标题〗Ciclopirox olamine
- 〖合成方法〗Compound can be prepared in two different ways: 1) The reaction of methyl 5-oxo-5-cyclohexyl-3-methylpentenoate (I) with NH2OH gives the corresponding oxime (II), which is then cyclized to 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone (III). Finally, this compound is salified with ethanolamine (IV). 2) Compound (III) can also be obtained by reaction of 6-cyclohexyl-4-methyl-2-pyron (V) with hydroxylamine hydrochloride in hot 2-aminopyridine.
- 〖作者〗Blancafort, P.; Serradell, M.N.; Hopkins, S.J.; Castaer, J.
- 〖参考〗Blancafort, P.; Serradell, M.N.; Hopkins, S.J.; Castaer, J.; Ciclopirox olamine. Drugs Fut 1979, 4, 11, 795
- 〖出处〗Drugs Fut1979,4,(11):795
- 〖备注〗Synthesis It can be prepared in two different ways: 1) The reaction of methyl 5-oxo-5-cyclohexyl-3-methylpentenoate (I) with NH2OH gives the corresponding oxime (II), which is then cyclized to 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone (III). Finally this compound is salified with ethanolamine (IV) (1). 2) Compound (III) can also be obtained by reaction of 6-cyclohexyl-4-methyl-2-pyron (V) with hydroxylamine hydrochloride in hot 2-aminopyridine (2,3). Description Free pyridone, m.p. 143?(2). Manufacturer Hoechst (Japan) References 1. Drugs of Today 1974, 10(1), 35 2. Lohaus, G. and Dittmar, W. (Farbwerke Hoechst A.G.); US 3972888 3. Lohaus, G. and Dittmar, W. (Farbwerke Hoechst A.G.); ZA 6906039
- 〖来源〗US 3972888
- 〖合成路线〗
- 〖标题〗
- 〖合成方法〗Compound can be prepared in two different ways: 1) The reaction of methyl 5-oxo-5-cyclohexyl-3-methylpentenoate (I) with NH2OH gives the corresponding oxime (II), which is then cyclized to 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone (III). Finally, this compound is salified with ethanolamine (IV). 2) Compound (III) can also be obtained by reaction of 6-cyclohexyl-4-methyl-2-pyron (V) with hydroxylamine hydrochloride in hot 2-aminopyridine.
- 〖作者〗Lohaus, G.; Dittmar, W.
- 〖参考〗Lohaus, G.; Dittmar, W.; . US 3972888
- 〖出处〗US 3972888,,():
- 〖备注〗
- 〖来源〗ZA 6906039
- 〖合成路线〗
- 〖标题〗
- 〖合成方法〗Compound can be prepared in two different ways: 1) The reaction of methyl 5-oxo-5-cyclohexyl-3-methylpentenoate (I) with NH2OH gives the corresponding oxime (II), which is then cyclized to 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone (III). Finally, this compound is salified with ethanolamine (IV). 2) Compound (III) can also be obtained by reaction of 6-cyclohexyl-4-methyl-2-pyron (V) with hydroxylamine hydrochloride in hot 2-aminopyridine.
- 〖作者〗Lohaus, G.; Dittmar, W.
- 〖参考〗Lohaus, G.; Dittmar, W.; . ZA 6906039
- 〖出处〗ZA 6906039,,():
- 〖备注〗
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