H. Igarashi, Yoko Sato, S. Hamada
1983
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Journal
Journal of Oral Biosciences
Abstract
The purpose of this study is development of biological active compounds with tertiary carbon atom at 4-position of piperidine ring in 4-phenylpiperidine derivatives. It has been previously reported that 4-phenyl-N-(3'-dialkylamino-2'-hydoxypropyl) piperidine derivatives(I) showed strong infiltration anesthetic and anti-inflammatory action. In order to develop the active compounds in topical anesthetic action, amino alkanol derivatives (11) that substituted lipophilic methyl, phenyl and phenoxymethyl groups for 3'-dialkylamino methyl groups at (I), and amino alkanone derivatives (M) as oxidized form of (II) were synthesized. The experimental results of local anesthetic action were as follows. (1) IIa,b Ina, c showed strong infiltration of anesthetic action and excelled lidocaine•EHCl in duration, degree of infiltration and appearance and disappearance of anesthetic action. Furthermore, since no intradermal irritation, necrosis or redness were observed, Ina and IIIa, seemed to be highly interesting compounds as infiltration anesthetics. (2) Ha, Mb, c showed stronger than (I) and cocaine•EHCl, but showed slight intradermal irritation and necrosis.