N-4-cyanobenzoyl-β-phenyl-α,α-dimethyl-β-alanine | 180181-08-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-4-cyanobenzoyl-β-phenyl-α,α-dimethyl-β-alanine
• 英文别名: N-4-cyanobenzoyl-beta-phenyl-alpha,alpha-dimethyl-beta-alanine；3-[(4-cyanobenzoyl)amino]-2,2-dimethyl-3-phenylpropanoic acid
• CAS: 180181-08-2
• 化学式: C₁₉H₁₈N₂O₃
• 分子量: 322.364
• InChiKey: YPOKFNPZULJHNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-4-cyanobenzoyl-β-phenyl-α,α-dimethyl-β-alanine 在 三乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(4-Cyanophenylcarboxamido)-1,1-dimethyl-2-phenylpropanoic anhydride
  参考文献：
  名称：

  Symmetrical anhydride-type serine protease inhibitors: Structure-activity relationship studies of human chymase inhibitors

  摘要：

  We prepared a potent and relatively selective human chymase inhibitor 9 (-), based on the study of SAR of a symmetrical anhydride-type serine protease inhibitor 1. Kinetic studies suggested that 9 (-) reacts with the Ser residue at the active site of the enzyme, forming a stable acyl enzyme complex. We also showed the importance of the tri-substituted beta-amino acid structure for the potent anti-enzymatic activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00012-8
• 作为产物：
  描述：

  对氰基苯甲酰氯 、 β-phenyl-α,α-dimethyl-β-alanine hydrochloride 在 吡啶 作用下， 生成 N-4-cyanobenzoyl-β-phenyl-α,α-dimethyl-β-alanine
  参考文献：
  名称：

  Symmetrical anhydride-type serine protease inhibitors: Structure-activity relationship studies of human chymase inhibitors

  摘要：

  We prepared a potent and relatively selective human chymase inhibitor 9 (-), based on the study of SAR of a symmetrical anhydride-type serine protease inhibitor 1. Kinetic studies suggested that 9 (-) reacts with the Ser residue at the active site of the enzyme, forming a stable acyl enzyme complex. We also showed the importance of the tri-substituted beta-amino acid structure for the potent anti-enzymatic activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00012-8

文献信息

• Fibrinogen receptor antagonist and pharmaceutical compositions
  申请人：Nippon Steel Corporation

  公开号：US05866592A1

  公开（公告）日：1999-02-02

  Compounds of the following general formula (I) and pharmaceutically acceptable salts thereof.

  以下一般式（I）的化合物及其药用可接受的盐。
• FIBRINOGEN RECEPTOR ANTAGONISTS HAVING SUBSTITUTED (b)-AMINO ACID RESIDUES AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME
  申请人：Nippon Steel Corporation

  公开号：EP0800516B1

  公开（公告）日：2001-09-19
• US5866592A
  申请人：——

  公开号：US5866592A

  公开（公告）日：1999-02-02
• Symmetrical anhydride-type serine protease inhibitors: Structure-activity relationship studies of human chymase inhibitors
  作者：Kiyoko Iijima、Jun Katada、Yoshio Hayashi

  DOI：10.1016/s0960-894x(99)00012-8

  日期：1999.2

  We prepared a potent and relatively selective human chymase inhibitor 9 (-), based on the study of SAR of a symmetrical anhydride-type serine protease inhibitor 1. Kinetic studies suggested that 9 (-) reacts with the Ser residue at the active site of the enzyme, forming a stable acyl enzyme complex. We also showed the importance of the tri-substituted beta-amino acid structure for the potent anti-enzymatic activity, (C) 1999 Elsevier Science Ltd. All rights reserved.