Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of 3-Substituted Pyrrole Derivatives with Antiinflammatory Activity
坂井 和夫鈴木 護沼波 憲一米田 直人小野田 有一岩澤 義郎
著者情報
キーワード: adrenalectomized rats
ジャーナル フリー

1980 年 28 巻 8 号 p. 2384-2393

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抄録
Various dimethyl 3-substituted pyrrole-2, 4-dicarboxylates (3) were synthesized by the reaction of methyl isocyanoacetate (2) with methyl α-isocyanoacrylates (5) in the presence of base. This type of reaction was also applicable to the preparation of 3-substituted pyrrole-2, 4-dicarboxamides (10) by employing appropriate amide compounds (8) or (9) and (12) as reactants. Hydrolysis followed by decarboxylation of the pyrrole diester compounds (3) gave 3-substituted pyrroles (14) in good yields. A series of these compounds (14) showed antiinflammatory activities against carrageenan-induced rat paw edema. Among the compounds tested, 3-(2-chlorophenyl) pyrrole (14d) was found to be more potent than mefenamic acid.
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© The Pharmaceutical Society of Japan
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