(S)-3-Benzylideneamino-2-oxo-1-piperidineacetic acid, Ethyl ester | 174961-29-6

• 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: (S)-3-Benzylideneamino-2-oxo-1-piperidineacetic acid, Ethyl ester
• 英文别名: ethyl 2-[(3S)-3-(benzylideneamino)-2-oxopiperidin-1-yl]acetate
• CAS: 174961-29-6
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: DZDFYCAHZLPZQX-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-Benzylideneamino-2-oxo-1-piperidineacetic acid, Ethyl ester 在 盐酸 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  Rational design and synthesis of a novel, selective class of thrombin inhibitors: P1-argininal derivatives incorporating P3P4 quaternary lactam dipeptide surrogates

  摘要：

  SAR and molecular modeling investigations on the potent and selective thrombin inhibitor 1b (CVS 1578) and related serine protease inhibitors led to the design of series 2a-g, featuring quaternary alpha-amino-alpha-benzyl-lactam scaffolds that serve as novel P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets are presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00446-0
• 作为产物：
  描述：

  (S)-2-(3-(叔丁氧羰基氨基)-2-氧代哌啶-1-基)乙酸 在 盐酸 、 magnesium sulfate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-3-Benzylideneamino-2-oxo-1-piperidineacetic acid, Ethyl ester
  参考文献：
  名称：

  Rational design and synthesis of a novel, selective class of thrombin inhibitors: P1-argininal derivatives incorporating P3P4 quaternary lactam dipeptide surrogates

  摘要：

  SAR and molecular modeling investigations on the potent and selective thrombin inhibitor 1b (CVS 1578) and related serine protease inhibitors led to the design of series 2a-g, featuring quaternary alpha-amino-alpha-benzyl-lactam scaffolds that serve as novel P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets are presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00446-0

文献信息

• 3-amino-2-oxo-1-piperidineacetic derivatives as enzyme inhibitors
  申请人：Corvas International, Inc.

  公开号：US05703208A1

  公开（公告）日：1997-12-30

  The present invention discloses peptide aldehydes which are potent and specific inhibitors of thrombin, their pharmaceutically acceptable salts, pharmaceutically acceptable compositions thereof, and methods of using them as therapeutic agents for disease states in mammals characterized by abnormal thrombosis.

  本发明揭示了肽醛类化合物，它们是强效和特异性的凝血酶抑制剂，其药学上可接受的盐，药学上可接受的组合物，以及将它们用作治疗哺乳动物中由异常血栓形成引起的疾病状态的治疗剂的方法。
• Rational design and synthesis of a novel, selective class of thrombin inhibitors: P1-argininal derivatives incorporating P3P4 quaternary lactam dipeptide surrogates
  作者：J.Edward Semple、Nathaniel K. Minami、Susan Y. Tamura、Terence K. Brunck、Ruth F. Nutt、William C. Ripka

  DOI：10.1016/s0960-894x(97)00446-0

  日期：1997.9

  SAR and molecular modeling investigations on the potent and selective thrombin inhibitor 1b (CVS 1578) and related serine protease inhibitors led to the design of series 2a-g, featuring quaternary alpha-amino-alpha-benzyl-lactam scaffolds that serve as novel P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets are presented. (C) 1997 Elsevier Science Ltd.