Medicinal chemical studies on antiplasmin drugs. VII. Oxa analogs of 4-aminomethylcyclohexanecarboxylic acid.

• 磯田 純郎

• 山口 等

• 佐藤 嘉生

• 平田 三四司

抄録

The two isomers of 5-aminomethyltetrahydro-2H-pyran-2-carboxylic acid (9) and those of 5-aminomethyl-1, 4-dioxane-2-carboxylic acid (18) were synthesized from 2-ethoxycarbonyl-3, 4-dihydro-2H-pyran-5-carboxylic acid chloride (2) and dimethyl 1, 4-dioxane-2, 5-dicarboxylate (15), respectively. From the aminoacetal (19) and dimethyl bis (hydroxymethyl) malonate (21), trans-2-aminomethyl-1, 3-dioxane-5-carboxylic acid (26A) was synthesized. The configurations of these isomers were determined on the basis of their nuclear magnetic resonance spectra, and the preferred conformations of the isomers in aqueous solution were similarly deduced. No compound showed antiplasmin activity more potent than that of trans-4-aminomethylcyclohexanecarboxylic acid (1A).

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 28 (8), 2329-2336, 1980

  公益社団法人 日本薬学会

キーワード

• conformation

詳細情報

• CRID: 1390001204166015232
• NII論文ID: 110003624030
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.28.2329
• ISSN: 13475223
• ISSN: 00092363
• PubMed: 7428124
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/28/8/28_8_2329/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1981177644
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • PubMed
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可