N-<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine | 92893-50-0

• 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: N-<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine
• 英文别名: N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine；N-[(1S)-ethoxycarbonyl-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine；N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)-N-(2,2,2-trichloroethoxycarbonyl)alanine；(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-(2,2,2-trichloroethoxycarbonyl)amino]propanoic acid
• CAS: 92893-50-0
• 化学式: C₁₈H₂₂Cl₃NO₆
• 分子量: 454.735
• InChiKey: PQCCPHWZMNBDJK-JSGCOSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 ethyl (2S)-2-[[(2S)-1-chloro-1-oxopropan-2-yl]-(2,2,2-trichloroethoxycarbonyl)amino]-4-phenylbutanoate
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors. 10. Aryl sulfonamide substituted N-[1-carboxy-3-phenylpropyl]-L-alanyl-L-proline derivatives as novel antihypertensives

  摘要：

  Compounds 1a-g consisting of enalaprilat covalently bonded to aryl sulfonamides, including several known thiazide diuretics, were synthesized and tested for ACE inhibitory and diuretic and overall antihypertensive effects. All compounds were potent ACE inhibitors in vitro, with IC50 = 6.5-85 nM. At 10 mg/kg iv or ip in the rat, 1a-g inhibited the AI pressor response by 76-100%; inhibition declined significantly upon oral dosing. Compounds 1a and 1f at 100 mg/kg ip in the sodium-depleted, spontaneously hypertensive rats reduced blood pressure 28-35% and 41-42%, respectively. Compounds 1a and 1f elicited natriuresis and kaliuresis without accompanying volume increases in the rat; 1c at 25 mg/kg iv induced delayed diuresis. Compound 1f has been chosen for further development.

  DOI：

  10.1021/jm00168a013
• 作为产物：
  描述：

  N-<(S)-1-(ethoxycarbonyl)-3-phenylpropyl>-L-alanine tert-butylester 在 吡啶 、 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 11.0h， 生成 N-<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine
  参考文献：
  名称：

  Suh; Regan; Skiles, European Journal of Medicinal Chemistry, 1985, vol. 20, # 6, p. 563 - 570

  摘要：

  DOI：

文献信息

• Compounds for treating hypertension
  申请人：USV Pharmaceutical Corp.

  公开号：US04596791A1

  公开（公告）日：1986-06-24

  Compounds of the formula ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are as defined herein, having antihypertensive activity.

  式##STR1##及其药用可接受的盐的化合物，其中取代基如本文所定义，具有降压活性。
• Carboxyalkyl dipeptide compounds
  申请人：Rorer Pharmaceutical Corporation

  公开号：US04746676A1

  公开（公告）日：1988-05-24

  Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.

  具有一般结构##STR1##的化合物及其药学上可接受的盐，其中取代基在此定义，具有降血压活性。
• Antihypertensive derivatives
  申请人：Rorer Pharmaceutical Corporation

  公开号：US04749698A1

  公开（公告）日：1988-06-07

  Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.

  具有一般结构##STR1##及其药学上可接受的盐的化合物，其中所述取代基在此定义，具有降压活性。
• Antihypertensive spiro-cyclic compounds
  申请人：USV Pharmaceutical Corp.

  公开号：US04555508A1

  公开（公告）日：1985-11-26

  Compounds having the general structure ##STR1## and their pharmaceutically acceptable salts, wherein the substituents are defined herein, which exhibit antihypertensive activity.

  具有一般结构##STR1##及其药学上可接受的盐的化合物，其中所述取代基在此定义，该化合物具有降压活性。
• New compounds, pharmaceutical preparations containing same and process for their preparation
  申请人：RORER INTERNATIONAL (OVERSEAS) INC.

  公开号：EP0112511A2

  公开（公告）日：1984-07-04

  Compounds of the general formula and their pharmaceutically-acceptable salts, wherein the substituents are as defined herein, having antihypertensive activity.

  具有抗高血压活性的通式化合物及其药学上可接受的盐类，其中取代基如本文所定义。