Synthesis of 1-Substituted 4-Phenyl-4-piperidinol Derivatives as Possible Analgesic.
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概要
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1-Phenethyl-and 1-[2-(N-alkylanilino)ethyl]-3-alkyl-4-piperidinepropionates were synthesized for physiological evaluation as analgesics. Phenethylamine was condensed with formaldehyde and various alkylmalonic acids, followed by decarboxylation and esterification, to furnish the corresponding 2-alkyl-3-phenethylaminopropionates, which were also prepared from the same amine and 2-alkylacrylates. These were then converted to 3,3'-(phenethylimino) dipropionic ester derivatives, which were condensed by the Dieckmann method and the crude keto esters were directly submitted to ketonic fission. 1-Phenethyl-3-alkyl-4-piperidinones thus obtained formed a viscous oil, which was allowed to react with phenyllithium and the products were treated with propionic anhydride, to give the ultimate compounds. From N-alkyl-N-Phenylethylenediamine in place of phenethylamine the corresponding piperidinol propionates were similarly prepared. The results of the pharmacological examination of these compounds were described briefly.
- 社団法人日本薬学会の論文
- 1962-01-25
著者
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伊藤 信夫
Research Laboratories Tanabe Seiyaku Co. Ltd.
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伊藤 信夫
Tokyo Research Laboratory, Tanabe Seiyaku Co., Ltd.
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