Cyclic Guanidines. IV. Synthesis of Hypoglycemic N-Benzhydryl Bicyclic Guanidines

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概要

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• Synthesis of N-benzhydryl bicyclic guanidines (12) was attempted. The key intermediates, 1-benzhydryl-2-N- or 3-(ω-hydroxyalkyl)-2-imino-1,3-diazacycloalkanes (4) and (9) were prepared. The intramolecular cyclization of 4 to 12 was not advantageous because of the low yield. On the other hand, the intramolecular cyclization of 9 to 12 resulted in good success. In our synthetic course, imidazo [1,2-a] [1,3,5] oxadiazocine derivative (11), a new ring system, and N^1-benzhydryl-N^1-[2-(1-pyrrolidinyl) ethyl] urea (13) were isolated as by-products. The N-benzhydryl bicyclic guanidines (12) showed potent hypoglycemic activity.

• 社団法人日本薬学会の論文
• 1979-04-25

著者

• 今野 常生

  Research Institute Daiichi Seiyaku Co. Ltd.

• 東 邦雄

  Drug Delivery System Institute Ltd.

• 東 邦雄

  Research Institute, Daiichi Seiyaku Co., Ltd.,

• 小笹山 瑛

  Research Institute, Daiichi Seiyaku Co., Ltd.

• 石川 文義

  Research Institute, Daiichi Seiyaku Co., Ltd.

• 石川 文義

  Research Institute Daiichi Seiyaku Co. Ltd.

• 小笹山 瑛

  第一製薬

• 小笹山 瑛

  Research Institute Daiichi Seiyaku Co. Ltd.

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