Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Seven-membered Ring Compounds. XVII. Alkylation of Cycloheptimidazolone and Cyclohepta[b]pyrrolone
中尾 英雄相馬 信夫佐藤 裕信砂川 玄俊
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1965 年 13 巻 4 号 p. 473-482

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In an effort to obtain active analgesic and anti-inflammatory agents, alkylation of cycloheptimidazolone and cyclohepta[b]pyrrolone was carried out. Benzylation of 4-and 6-hydroxycycloheptimidazol-2(1H)-one afforded 1-benzyl and 1, 3-dibenzyl derivatives. Benzylation of cyclohepta[b]pyrrol-2(1H)-one afforded 1-and 3-benzyl derivatives. Benzylation of cyclohepta[b]pyrrole-2, 8(1H, 3H)-dione which is considered to be present in many tautomers afforded 3-benzyl, 3, 3-and 1, 3-dibenzyl, 1, 3, 3-tribenzyl and 1, 3-dibenzyl-8-benzyloxy derivatives. By the alkylation of cycloheptimidazol-2(1H)-one and 3-substituted cyclohepta[b]pyrrol-8(1H)-one, a number of 1-alkyl derivatives were prepared. Among these products, 1-benzylcycloheptimidazol-2(1H)-one has been found to be the most active analgesic and anti-inflammatory agent.
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