Syntheses of 2-Disubstituted-amino-4-arylthiazol-5-ylalkanoic Acids
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概要
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A novel method of synthesizing 2-disubstituted-amino-4-arylthiazol-5-ylalkanoic acids (3) was studied. Dehydration of S-(α-benzoyl-β-ethoxycarbonyl) ethyl 1-piperidinethiocarbonate (5a) in the presence of aqueous perchloric acid-acetic anhydride yielded 4-ethoxycarbonyl-methyl-5-phenyl-2-piperidino-1,3-oxathiolium perchlorate (1a). Nucleophilic reaction of ammonia with 1a afforded 5-ethoxycarbonylmethyl-4-phenyl-2-piperidinothiazole (2a). Acid-catalyzed hydrolysis of 2a gave 3a as a hydrochloride. The acids (3) were also synthesized by the classical Hantzsch method. These alkanoic acids were evaluated as antiinflammatory agents on carrageenin-induced abscess in rat.
- 公益社団法人日本薬学会の論文
- 1977-09-25
著者
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平井 健太郎
塩野義製薬研究所
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平井 健太郎
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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杉本 裕彦
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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杉本 裕彦
塩野義製薬研究所
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