(S)-3-Amino-2-oxo-1-piperidineacetic acid, benzyl ester hydrochloride | 792884-63-0

• 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: (S)-3-Amino-2-oxo-1-piperidineacetic acid, benzyl ester hydrochloride
• 英文别名: (S)-3-Amino-2-oxo-1-piperidineacetic acid. benzyl ester hydrochloride；(S)-3-Amino-2-oxo-1-piperidineacetic acid,benzyl ester hydrochloride；(S)-Benzyl 2-(3-amino-2-oxopiperidin-1-yl)acetate hydrochloride；benzyl 2-[(3S)-3-amino-2-oxopiperidin-1-yl]acetate;hydrochloride
• CAS: 792884-63-0
• 化学式: C₁₄H₁₈N₂O₃*ClH
• 分子量: 298.769
• InChiKey: CCYRPQFFIQSESZ-YDALLXLXSA-N

物化性质

• 沸点：
  450.5±45.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-Amino-2-oxo-1-piperidineacetic acid, benzyl ester hydrochloride 在 DCE 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 生成 (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,ethyl ester
  参考文献：
  名称：

  Potent and selective thrombin inhibitors featuring hydrophobic, basic P3P4-aminoalkyllactam moieties

  摘要：

  Crystal structure and evolving SAR considerations of potent, selective benzylsulfonamide lactam thrombin inhibitors and related serine protease inhibitors have led to the design of novel thrombin inhibitors lag, featuring hydrophobic, basic, P-4-alkylaminolactam scaffolds that serve as novel types of P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets is presented. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00636-2
• 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 、 potassium carbonate 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 (S)-3-Amino-2-oxo-1-piperidineacetic acid, benzyl ester hydrochloride
  参考文献：
  名称：

  Potent and selective thrombin inhibitors featuring hydrophobic, basic P3P4-aminoalkyllactam moieties

  摘要：

  Crystal structure and evolving SAR considerations of potent, selective benzylsulfonamide lactam thrombin inhibitors and related serine protease inhibitors have led to the design of novel thrombin inhibitors lag, featuring hydrophobic, basic, P-4-alkylaminolactam scaffolds that serve as novel types of P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets is presented. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00636-2

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

  公开号：US06034215A1

  公开（公告）日：2000-03-07

  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，以及将其作为治疗哺乳动物异常凝血病状态的治疗剂的使用方法。
• 3-amino-2-oxo-1-piperidineacetic derivatives containing an arginine
  申请人：Corvas International, Inc.

  公开号：US05932733A1

  公开（公告）日：1999-08-03

  The present invention discloses peptide aldehydes having a lactam group as part of the peptide backbone and having an original mimic group such as an amidinopiperidine or amidinophengyl tail. These compounds 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.

  本发明揭示了具有内酰胺基团作为肽骨架的一部分，并具有原始模拟基团，如胍基哌啶或胍基苯尾的肽醛。这些化合物是强效和特异性的凝血酶抑制剂，它们的药学上可接受的盐，药学上可接受的组合物以及将它们用作哺乳动物中由异常血栓形成所表征的疾病状态的治疗剂的方法也被揭示。
• Design, Synthesis, and Evolution of a Novel, Selective, and Orally Bioavailable Class of Thrombin Inhibitors:  P1-Argininal Derivatives Incorporating P3-P4 Lactam Sulfonamide Moieties
  作者：J. Edward Semple、David C. Rowley、Terence K. Brunck、Theresa Ha-Uong、Nathaniel K. Minami、Timothy D. Owens、Susan Y. Tamura、Erick A. Goldman、Daniel V. Siev、Robert J. Ardecky、Stephen H. Carpenter、Yu Ge、Brigitte M. Richard、Thomas G. Nolan、Kjell Håkanson、Al Tulinsky、Ruth F. Nutt、William C. Ripka

  DOI：10.1021/jm960572n

  日期：1996.1.1
• US6034215A
  申请人：——

  公开号：US6034215A

  公开（公告）日：2000-03-07