2-(1-Carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-pentanoic acid | 97878-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2-(1-Carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-pentanoic acid
• 英文别名: (2S)-2-[[(3S)-1-(carboxymethyl)-2-oxo-4,5-dihydro-3H-1-benzazepin-3-yl]amino]pentanoic acid
• CAS: 97878-66-5
• 化学式: C₁₇H₂₂N₂O₅
• 分子量: 334.372
• InChiKey: VVIRFPRKWLIIJA-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基-L-丁酸乙酯 在 sodium hydroxide 、 二丁基二氯化锡 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 91.0h， 生成 2-(1-Carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-pentanoic acid
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors: structure-activity profile of 1-benzazepin-2-one derivatives

  摘要：

  The preparation of a series of 3-amino-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-1-acetic acid derivatives 5a-y by reductive amination of 2,3,4,5-tetrahydro-1H-1-benzazepine-2,3-dione (7) with L-amino acid derivatives is described. The compounds were tested for inhibition of angiotensin converting enzyme. The structure-activity profile of the series is discussed. Compound 5a was especially potent when tested in dogs for inhibition of angiotensin I pressor response, having an ID50 = 0.07 mg/kg po.

  DOI：

  10.1021/jm00149a010

文献信息

• STANTON, J. L.;WATTHEY, J. W. H.;DESAI, M. N.;FINN, B. M.;BABIARZ, J. E.;+, J. MED. CHEM., 1985, 28, N 11, 1603-1606
  作者：STANTON, J. L.、WATTHEY, J. W. H.、DESAI, M. N.、FINN, B. M.、BABIARZ, J. E.、+

  DOI：——

  日期：——
• Angiotensin converting enzyme inhibitors: structure-activity profile of 1-benzazepin-2-one derivatives
  作者：James L. Stanton、Jeffrey W. H. Watthey、Mahesh N. Desai、Barbara M. Finn、Joseph E. Babiarz、Hollis C. Tomaselli

  DOI：10.1021/jm00149a010

  日期：1985.11

  The preparation of a series of 3-amino-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-1-acetic acid derivatives 5a-y by reductive amination of 2,3,4,5-tetrahydro-1H-1-benzazepine-2,3-dione (7) with L-amino acid derivatives is described. The compounds were tested for inhibition of angiotensin converting enzyme. The structure-activity profile of the series is discussed. Compound 5a was especially potent when tested in dogs for inhibition of angiotensin I pressor response, having an ID50 = 0.07 mg/kg po.