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Demexiptiline hydrochloride, Deparon

酮亏替林 Chemical Name: 5H-Dibenzo[a,d]cyclohepten-5-one O-[2-(methylamino)ethyl]oxime hydrochloride
CAS No. 24530-37-8, 24701-51-7 (free base)
项目整合开发状态: Withdrawn-1994
项目研究机构: Lipha (Originator)
合成路线:By reaction of 5H-dibenzo[a,d]cyclohepten-5-one oxime (I) with beta-methylaminoethyl chloride (II) in a solution of sodium in methanol.
📌 参考资料/链接:
参考文献标题:Basic oximes and their preparation
文献作者:Schuetz,S.; Behner,O.; Hoffmeister,F.(Bayer AG)
参考来源:DE 1247302; FR 1500629; GB 1104609; US 3963778; US 3989844

📄 详细内容


合成路线:By reaction of 5H-dibenzo[a,d]cyclohepten-5-one oxime (I) with beta-methylaminoethyl chloride (II) in a solution of sodium in methanol.

合成路线:By decomposition of O-beta-(N-methyl-N-carbethoxy)aminoethyl-5H-dibenzo[a,d]cyclohepten-5-one oxime (III) with KOH in carbitol.Compound (III) can be prepared as follows: 5H-ibenzo[a,d]cyclohepten-5-one oxime (I) is treated with beta-dimethylaminoethyl chloride (IV) in sodium methoxide to give O-beta-dimethylaminoethyl-5H-dibenzo[a,d]cyclohepten-5-one oxime (V),which is treated with ethyl chlorocarbonate in anhydrous benzene.

合成路线:beta-Methylaminoethanol (VI) is treated with ethyl chlorocarbonate in triethylamine to give ethyl N-methyl-hydroxyethylcarbamate (VII),which is treated with thionyl chloride to give ethyl-N-methyl-beta-chloroethylcarbamate (VIII).Compound (VIII) is treated with 5H-dibenzo[a,d]cyclohepten-5-one oxime (I) and the resulting product is decomposed without isolation.

参考文献标题:Demexiptiline hydrochloride
文献作者:Castar,J.; Serradell,M.N.; Blancafort,P.
参考来源:Drugs Fut 1982,7(1),19


合成路线:By reaction of 5H-dibenzo[a,d]cyclohepten-5-one oxime (I) with beta-methylaminoethyl chloride (II) in a solution of sodium in methanol.

参考文献标题:Basic tricyclic oximino ether and their pharmacological properties
文献作者:Behner,O.; Aichinger,G.; Hoffmeister,F.; Schuetz,S.
参考来源:Arzneim-Forsch Drug Res 1969,19(5a),838-845


合成路线:By decomposition of O-beta-(N-methyl-N-carbethoxy)aminoethyl-5H-dibenzo[a,d]cyclohepten-5-one oxime (III) with KOH in carbitol.Compound (III) can be prepared as follows: 5H-ibenzo[a,d]cyclohepten-5-one oxime (I) is treated with beta-dimethylaminoethyl chloride (IV) in sodium methoxide to give O-beta-dimethylaminoethyl-5H-dibenzo[a,d]cyclohepten-5-one oxime (V),which is treated with ethyl chlorocarbonate in anhydrous benzene.

合成路线:beta-Methylaminoethanol (VI) is treated with ethyl chlorocarbonate in triethylamine to give ethyl N-methyl-hydroxyethylcarbamate (VII),which is treated with thionyl chloride to give ethyl-N-methyl-beta-chloroethylcarbamate (VIII).Compound (VIII) is treated with 5H-dibenzo[a,d]cyclohepten-5-one oxime (I) and the resulting product is decomposed without isolation.
参考文献标题:O- And N- substituted 5H-dibenzo[a,d]cyclohepten-5-one oximes with thymoleptic acticity.VII.Synthesis and pharmacological properties of the substituted oximes
文献作者:Pirola,O.; Rossi,S.; Fanelli,O.; Maggi,R.
参考来源:Farm Sci Ed 1969,24(7),685-703


产品链接: CAS No.24701-51-7››