4R-carboethoxy-6-phenyl-hexanoic acid | 127983-06-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4R-carboethoxy-6-phenyl-hexanoic acid
• 英文别名: 4-Ethoxycarbonyl-6-phenylhexanoic acid
• CAS: 127983-06-6
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: FLQCJPXCMAFVCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4R-carboethoxy-6-phenyl-hexanoic acid 在 sodium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (S)-1-(4-Carboxy-6-phenyl-hexanoyl)-2,3-dihydro-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors: 1-glutarylindoline-2-carboxylic acid derivatives

  摘要：

  The preparation of a series of 1-glutarylindoline-2(S)-carboxylic acid derivatives, 6a-v and 21a-c, is described. The above compounds were tested for inhibition of angiotensin converting enzyme. The structure-activity relationship of the series is also discussed. Compound 6u, the most potent member of the series, had an in vitro IC50 of 4.8 X 10(-9) M. Compound 6v, an ethyl ester of 6u, lowered blood pressure 70 mm in spontaneous hypertensive rats at an oral dose of 30 mg/kg.

  DOI：

  10.1021/jm00363a012
• 作为产物：
  描述：

  2-(2-苯基乙基)戊二酸 在 乙酰氯 作用下， 反应 5.0h， 生成 4R-carboethoxy-6-phenyl-hexanoic acid
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors: 1-glutarylindoline-2-carboxylic acid derivatives

  摘要：

  The preparation of a series of 1-glutarylindoline-2(S)-carboxylic acid derivatives, 6a-v and 21a-c, is described. The above compounds were tested for inhibition of angiotensin converting enzyme. The structure-activity relationship of the series is also discussed. Compound 6u, the most potent member of the series, had an in vitro IC50 of 4.8 X 10(-9) M. Compound 6v, an ethyl ester of 6u, lowered blood pressure 70 mm in spontaneous hypertensive rats at an oral dose of 30 mg/kg.

  DOI：

  10.1021/jm00363a012

文献信息

• 1-Carboxyalkanoylindoline-2-carboxylic acids
  申请人：Ciba-Geigy Corporation

  公开号：US04479963A1

  公开（公告）日：1984-10-30

  1-Carboxy-(alkanoyl or aralkanoyl)-indoline-2-carboxylic acids, e.g., those of the formula ##STR1## R=H, alkyl, alkoxy, halogeno or CF.sub.3 ; R'=H or R-phenyl; m=0 or 1; p,q=0 to 2; and derivatives thereof, are antihypertensive and cardioactive agents.

  1-羧基-(烷酰基或芳基烷酰基)-吲哚-2-羧酸，例如，具有以下结构式的化合物 ##STR1## R=H，烷基，烷氧基，卤素或CF.sub.3；R'=H或R-苯基；m=0或1；p，q=0至2；及其衍生物，是抗高血压和心脏活性药物。
• 1-CARBOXYALKANOYLPERHYDROINDOLE-2-CARBOXYLIC ACIDS AND DERIVATIVES
  申请人：CIBA-GEIGY AG

  公开号：EP0105919A1

  公开（公告）日：1984-04-25
• US4479963A
  申请人：——

  公开号：US4479963A

  公开（公告）日：1984-10-30
• [EN] 1-CARBOXYALKANOYLPERHYDROINDOLE-2-CARBOXYLIC ACIDS AND DERIVATIVES
  申请人：CIBA-GEIGY AG

  公开号：WO1983003828A1

  公开（公告）日：1983-11-10

  (EN) The perhydrindoles of formula I, wherein R4 represents hydrogen or lower alkyl; R5 represents lower alkyl; or R5 represents lower alkyl substituted by optionally substituted phenyl; t is 0 or 1; esters, amides and salts thereof, are useful as antihypertensive and cardioactive agents.(FR) Perhydroindols correspondant à la formule (I), où R4 représente de l'hydrogène ou un alkyle inférieur; R5 représente un alkyle inférieur ou R5 représente un alkyle inférieur substitué par un phényle facultativement substitué; t vaut 0 ou 1. Ces composés, ainsi que leurs esters, leurs amides et leurs sels, sont utiles en tant qu'agents antihypertensifs et cardio-actifs.
• Angiotensin converting enzyme inhibitors: 1-glutarylindoline-2-carboxylic acid derivatives
  作者：Norbert Gruenfeld、James L. Stanton、Andrew M. Yuan、Frank H. Ebetino、Leslie J. Browne、Candido Gude、Charles F. Huebner

  DOI：10.1021/jm00363a012

  日期：1983.9

  The preparation of a series of 1-glutarylindoline-2(S)-carboxylic acid derivatives, 6a-v and 21a-c, is described. The above compounds were tested for inhibition of angiotensin converting enzyme. The structure-activity relationship of the series is also discussed. Compound 6u, the most potent member of the series, had an in vitro IC50 of 4.8 X 10(-9) M. Compound 6v, an ethyl ester of 6u, lowered blood pressure 70 mm in spontaneous hypertensive rats at an oral dose of 30 mg/kg.