Medicinal Chemical Studies on Antiplasmin Drugs. VI. Aza Analogs of 4-Aminomethylbenzoic Acid
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概要
- 論文の詳細を見る
Four aza analogs of 4-aminomethylbenzoic acid (1) were prepared as part of a search for new antiplasmin drugs. 5-Aminomethylpyridine-2-carboxylic acid (5) was prepared by the hydrogenation of methyl 5-cyanopyridine-2-carboxylate (4), followed by alkaline hydrolysis. Similarly, 6-aminomethylpyridine-3-carboxylic acid (7) was prepared from ethyl 6-cyanopyridine-3-carboxylate (6). 5-Aminomethylpyrimidine-2-carboxylic acid (12) was obtained from methyl 5-methylpyrimidine-2-carboxylate (8) via the phthalimido derivative (10). 2-Aminomethylpyrimidine-5-carboxylic acid (25) was obtained by the reaction of benzyloxycarbonylaminoacetamidine (22) with ethoxycarbonylmalonaldehyde (18) in acetic acid, followed by deblocking of the protected groups. Treatment of benzoylaminoacetamidine (14) with acetylacetone (15) in acetic acid provided 2-benzoylaminomethyl-4,6-dimethylpyrimidine (16), whereas in the presence of K_2CO_3,2-amino-3-benzoylamino-4,6-dimethylpyridine (17) was obtained together with a trace of 16. No compound showed more potent antiplasmin activity than tranexamic acid (2), but 5 was more active than 1.
- 公益社団法人日本薬学会の論文
- 1980-05-25
著者
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三木 藤作
Exploratory Research Laboratories III, Daiichi Pharmaceutical Co., Ltd.,
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山口 等
Research Institute, Daiichi Pharmaceutical Co., Ltd.,
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磯田 純郎
Research Institute, Daiichi Pharmaceutical Co., Ltd.,
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佐藤 嘉生
Research Institute, Daiichi Seiyaku Co., Ltd.
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三木 藤作
Research Laboratory, Daiichi Seiyaku Co., Ltd.
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山口 等
Research Institute Daiichi Pharmaceutical Co. Ltd.
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三木 藤作
Exploratory Research Laboratories Iii Daiichi Pharmaceutical Co. Ltd.
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磯田 純郎
Research Institute Daiichi Seiyaku Co. Ltd.
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佐藤 嘉生
Research Institute Daiichi Seiyaku Co. Ltd.
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平田 三四司
Research Institute, Daiichi Seiyaku Co., Ltd.
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平田 三四司
Research Institute Daiichi Seiyaku Co. Ltd.
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