3-(4-tert-butylbenzoyl)propionic acid, N-hydroxysuccinimide ester | 75381-51-0

• 英文名称: 3-(4-tert-butylbenzoyl)propionic acid, N-hydroxysuccinimide ester
• CAS: 75381-51-0
• 化学式: C₁₈H₂₁NO₅
• 分子量: 331.368
• InChiKey: YNQWOBWTJYIPFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  80.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(4-tert-butylbenzoyl)propionic acid, N-hydroxysuccinimide ester 、 L-脯氨酸 在 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以79%的产率得到1-[3-(4-tert-butylbenzoyl)propionyl]-L-proline
  参考文献：
  名称：

  Antihypertensive agents: angiotensin converting enzyme inhibitors. 1-[3-(Acylthio)-3-aroylpropionyl]-L-prolines

  摘要：

  A series of 1-[3-(acylthio)-3-aroylpropionyl]-L-proline derivatives was synthesized. A number of these compounds are potent angiotensin converting enzyme (ACE) inhibitors that lowered blood pressure in aorta-coarcted renal hypertensive rats. The most active derivatives are 1-[3(R)-(acetylthio) -3-substituted-benzoyl)-2(S)-methyl-propionyl]-L-prolines with an in vivo activity equivalent to SQ 14,225 (captopril). Structure-activity relationships are discussed. Changes in the configuration of the alpha-methyl group and the S-acetyl group affect the ACE activity. Coupling of 3-(substituted-benzoyl)-2-methylpropionic acids to L-proline via enol lactones is described.

  DOI：

  10.1021/jm00357a013

文献信息

• Substituted thio-substituted benzyl-propionyl-L-prolines
  申请人：American Cyanamid Company

  公开号：US04226775A1

  公开（公告）日：1980-10-07

  This disclosure describes novel substituted .omega.-aroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.

  这份披露描述了新型的取代的ω-芳酰基（丙酰基或丁酰基）-L-脯氨酸及其酯和阳离子盐，它们在哺乳动物中作为降血压剂是有用的。