N-(4-Phenylbutyryl)-1,2,3,4-tetrahydroisoquinoline-3S-carboxylic acid | 124002-34-2

• 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-(4-Phenylbutyryl)-1,2,3,4-tetrahydroisoquinoline-3S-carboxylic acid
• 英文别名: (3S)-2-(4-phenylbutanoyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
• CAS: 124002-34-2
• 化学式: C₂₀H₂₁NO₃
• 分子量: 323.392
• InChiKey: WZPYPUNIDFERCA-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-Phenylbutyryl)-1,2,3,4-tetrahydroisoquinoline-3S-carboxylic acid 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Comparison of the Inhibition of Human and Trypanosoma cruzi Prolyl Endopeptidases

  摘要：

  Prolyl endopeptidases (PEPs) have been found in numerous species. Inhibitors of human enzyme could correct cognitive deficits in Alzheimer patients while inhibition of Trypanosoma cruzi PEP could prevent invasion phase in Chagas disease. A structure-activity relationship study carried out in a tetrahydroisoquinoline series allowed to obtain potent competitive inhibitors superior to SUAM-1221. Besides, inhibitors expected to act according to an irreversible mechanism revealed to be superior to JPT-4819, for applications linked to human enzyme inhibition. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00035-4
• 作为产物：
  描述：

  4-苯基丁酸 在 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 N-(4-Phenylbutyryl)-1,2,3,4-tetrahydroisoquinoline-3S-carboxylic acid
  参考文献：
  名称：

  Comparison of the Inhibition of Human and Trypanosoma cruzi Prolyl Endopeptidases

  摘要：

  Prolyl endopeptidases (PEPs) have been found in numerous species. Inhibitors of human enzyme could correct cognitive deficits in Alzheimer patients while inhibition of Trypanosoma cruzi PEP could prevent invasion phase in Chagas disease. A structure-activity relationship study carried out in a tetrahydroisoquinoline series allowed to obtain potent competitive inhibitors superior to SUAM-1221. Besides, inhibitors expected to act according to an irreversible mechanism revealed to be superior to JPT-4819, for applications linked to human enzyme inhibition. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00035-4

文献信息

• US4983623A
  申请人：——

  公开号：US4983623A

  公开（公告）日：1991-01-08
• Comparison of the Inhibition of Human and Trypanosoma cruzi Prolyl Endopeptidases
  作者：S Vendeville

  DOI：10.1016/s0968-0896(02)00035-4

  日期：2002.6

  Prolyl endopeptidases (PEPs) have been found in numerous species. Inhibitors of human enzyme could correct cognitive deficits in Alzheimer patients while inhibition of Trypanosoma cruzi PEP could prevent invasion phase in Chagas disease. A structure-activity relationship study carried out in a tetrahydroisoquinoline series allowed to obtain potent competitive inhibitors superior to SUAM-1221. Besides, inhibitors expected to act according to an irreversible mechanism revealed to be superior to JPT-4819, for applications linked to human enzyme inhibition. (C) 2002 Elsevier Science Ltd. All rights reserved.