1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepine-2,3-dione | 88372-49-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepine-2,3-dione
• 英文别名: 1-<(ethoxycarbonyl)methyl>-2,3,4,5-tetrahydro-1H-1-benzazepin-2,3-dione；ethyl 2,3-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepine-1-acetate；1-[(ethoxycarbonyl)methyl]-2,3,4,5-tetrahydro-1H-1-benzazepin-2,3-dione；Ethyl 2-(2,3-dioxo-4,5-dihydro-1-benzazepin-1-yl)acetate
• CAS: 88372-49-0
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: GXLKWQMQMGFUMV-UHFFFAOYSA-N

物化性质

• 熔点：
  118-119 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  400.3±55.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepine-2,3-dione 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 48.0h， 生成 2-(1-Carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-hexanoic 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
• 作为产物：
  描述：

  ethyl 3-amino-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one-1-acetate 在 亚硝酸特丁酯 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 生成 1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepine-2,3-dione
  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

• 3-Amino-[1]-benzazepin-2-one-1-alkanoic acids
  申请人：Ciba-Geigy Corporation

  公开号：US04575503A1

  公开（公告）日：1986-03-11

  Variously substituted 1-carboxymethyl-3-(carboxymethylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepin -2-ones and functional derivatives are angiotensin converting enzyme inhibitors and are useful as antihypertensive agents. Synthesis of, compositions and methods of treatment utilizing such compounds are included.

  取代基不同的1-羧甲基-3-(羧甲基氨基)-2,3,4,5-四氢-1H-[1]苯并氮杂䓬-2-酮及其功能性衍生物是血管紧张素转化酶抑制剂，并可作为抗高血压药使用。包括这些化合物的合成、组合物及治疗方法。
• 3-Amino-(1)-benzazepin-2-one-1-alkanoic acids
  申请人：Ciba-Geigy Corporation

  公开号：US04473575A1

  公开（公告）日：1984-09-25

  Variously substituted 1-carboxymethyl-3-(carboxymethylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepin -2-ones and functional derivatives are angiotensin converting enzyme inhibitors and are useful as antihypertensive agents. Synthesis of, compositions and methods of treatment utilizing such compounds are included.

  各种取代的1-羧甲基-3-(羧甲基氨基)-2,3,4,5-四氢-1H-[1]苯并氮杂卓-2-酮及其功能衍生物是血管紧张素转化酶抑制剂，可用作抗高血压药。包括这些化合物的合成、组合物及治疗方法。
• Piperidine compounds and pharmaceutical uses thereof
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0292923A2

  公开（公告）日：1988-11-30

  Piperidine compounds of the formula: or isomers thereof as well as pharmaceutically acceptable salt and/or hydrate forms thereof, and piperidine compounds of the formula: or isomers thereof as well as salt and/or hydrate forms thereof. In the above formulae, A represents a methylene group, an oxygen atom or a sulfur atom; B represents an oxygen atom or a sulfur atom; R¹ and R² independently represent a hydrogen atom, a lower alkyl group or an aralkyl group; R³ represents a hydrogen atom or an amino protecting group; Z represents an amino group or a protected amino group, a hydroxy group, or a reactive atom or group; m represents 1 or 2; and n represents the integer of 0 to 3. Piperidine compounds (I) possess an inhibitory activity against angiotensin-converting enzyme, and exhibit a long lasting hypotensive activity and are useful as anti-­hypertensive agents. Piperidine compounds (II) are useful as intermediates for said piperidine compounds (I).

  式中的哌啶化合物 或其异构体以及其药学上可接受的盐和/或水合物形式，以及式中的哌啶化合物： 或其异构体以及它们的盐和/或水合物形式。 在上式中，A 代表亚甲基、氧原子或硫原子；B 代表氧原子或硫原子；R¹ 和 R² 独立地代表氢原子、低级烷基或芳烷基；R³ 代表氢原子或氨基保护基；Z 代表氨基或氨基保护基、羟基或活性原子或基团；m 代表 1 或 2；n 代表 0 至 3 的整数。 哌啶化合物（I）具有抑制血管紧张素转换酶的活性，并表现出持久的降压活性，可用作抗高血压药物。哌啶化合物（II）可作为上述哌啶化合物（I）的中间体。
• J. Med. Chem. 1985, 28, 1603-1606
  作者：

  DOI：——

  日期：——
• MURAKAMI, OSAMU;IKEHBEH, TSUGIO;XAKAMADA, ITIRO;YAOKA, OSAMU
  作者：MURAKAMI, OSAMU、IKEHBEH, TSUGIO、XAKAMADA, ITIRO、YAOKA, OSAMU

  DOI：——

  日期：——