Aminomethylation of substituted acetophenones with paraformaldehyde and piperidine hydrochloride yielded 4-substituted β-piperidinopropiophenones. Interaction of compounds I with the Grignard reagents in ether yielded 1-(4-substituted phenyl)-1-alkyl(aryl)-3-piperidinopropanols. The anti-inflammatory, analgesic, antipyretic, central m-cholinoblocking, and peripheral n-cholinoblocking actions of 1-(4-substituted phenyl)-1-alkyl(aryl)-3-piperidinopropanol hydrochlorides were studied. The study compounds were found to have marked central m-cholinoblocking and peripheral n-cholinoblocking activities. Only 1-(4-methoxyphenyl)-1-cyclohexyl-3-piperidinopropanol hydrochloride had anti-inflammatory activity.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 43, No. 7, pp. 16 – 18, July, 2009.
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Gasparyan, N.K., Paronikyan, R.G., Tumadzhyan, A.E. et al. Synthesis and pharmacological activity of 1-(4-substituted phenyl)-1-alkyl(aryl)-3-piperidinopropanol hydrochlorides. Pharm Chem J 43, 389–392 (2009). https://doi.org/10.1007/s11094-009-0317-9
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DOI: https://doi.org/10.1007/s11094-009-0317-9