2-{(3S)-2-Oxo-3-[(phenylmethoxy)carbonylamino]pyrrolidinyl}acetic acid | 152839-20-8

• 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: 2-{(3S)-2-Oxo-3-[(phenylmethoxy)carbonylamino]pyrrolidinyl}acetic acid
• 英文别名: 2-[(3S)-2-oxo-3-(phenylmethoxycarbonylamino)pyrrolidin-1-yl]acetic acid
• CAS: 152839-20-8
• 化学式: C₁₄H₁₆N₂O₅
• 分子量: 292.291
• InChiKey: IYZMSIQGYKDBKE-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{(3S)-2-Oxo-3-[(phenylmethoxy)carbonylamino]pyrrolidinyl}acetic acid 在 聚合甲醛 、 1-羟基苯并三唑 、 溶剂黄146 、 苯甲醚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(S)-1-[((S)-2-Hydroxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-2-oxo-pyrrolidin-3-yl}-carbamic acid benzyl ester
  参考文献：
  名称：

  Conformationally constrained inhibitors of caspase-1 (interleukin-1β converting enzyme) and of the human ced-3 homologue caspase-3 (CPP32, apopain)

  摘要：

  A systematic study of interleukin-lp converting enzyme (ICE, caspase-1) and caspase-3 (CPP32, apopain) inhibitors incorporating a PGammaP3 conformationally constrained dipeptide mimetic is reported. Depending on the nature of the P-4 substituent, highly selective inhibitors of both Csp-l or Csp-3 were obtained. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00498-3

文献信息

• Azacycloalkanone serine protease inhibitors
  申请人：3-Dimensional Pharmaceuticals, Inc.

  公开号：US20030109517A1

  公开（公告）日：2003-06-12

  The present invention is directed to non-peptidic factor Xa inhibitors which are useful for the treatment of arterial and venous thrombotic occlusive disorders, inflammation, cancer, and neurodegenerative diseases. The factor Xa inhibitors provide compounds having Formula I: 1 or pharmaceutically acceptable salts thereof; wherein Q is phenyl, benzyl, pyridyl, thienyl, indolyl, quinolinyl, benzothienyl, biphenylyl, or imidazolyl; any of which can include one or more optional substituents independently selected from halo, trifluoromethyl, hydroxy, amino, nitro, cyano, C 1 alkoxy, C 1-3 alkyl, methylenedioxy, carboxamido, acetamido, or amidino; X is methylene, carbonyl, or sulfonyl; Z is methylene, ethylene, or propylene; M is methylene or ethylene: and R 1 R 2 and R 3 are independently hydrogen or C 1-3 alkyl.

  本发明涉及非肽因子Xa抑制剂，可用于治疗动脉和静脉血栓性闭塞性疾病、炎症、癌症和神经退行性疾病。该因子Xa抑制剂提供具有以下式I：1或其药学上可接受的盐的化合物；其中Q是苯基、苄基、吡啶基、噻吩基、吲哚基、喹啉基、苯并噻吩基、联苯基或咪唑基；其中任何一个可以包括一个或多个可选取代基，独立地选择自卤、三氟甲基、羟基、氨基、硝基、氰基、C1烷氧基、C1-3烷基、亚甲二氧基、羧酰胺基、乙酰胺基或氨基甲酰基；X是亚甲基、羰基或磺酰基；Z是亚甲基、乙烯基或丙烯基；M是亚甲基或乙烯基；R1、R2和R3独立地为氢或C1-3烷基。
• AZACYCLOALKANONE SERINE PROTEASE INHIBITORS
  申请人：3-DIMENSIONAL PHARMACEUTICALS, INC.

  公开号：EP1212300A1

  公开（公告）日：2002-06-12
• US6469029B1
  申请人：——

  公开号：US6469029B1

  公开（公告）日：2002-10-22
• US6962942B2
  申请人：——

  公开号：US6962942B2

  公开（公告）日：2005-11-08
• [EN] AZACYCLOALKANONE SERINE PROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE SERINE PROTEASE AZACYCLOALCANONE
  申请人：DIMENSIONAL PHARM INC

  公开号：WO2001019795A1

  公开（公告）日：2001-03-22

  The present invention is directed to non-peptidic factor Xa inhibitors which are useful for the treatment of arterial and venous thrombotic occlusive disorders, inflammation, cancer, and neurodegenerative diseases. The factor Xa inhibitors provide compounds having Formula (I) or pharmaceutically acceptable salts thereof; wherein Q is phenyl, benzyl, pyridyl, thienyl, indolyl, quinolinyl, benzothienyl, biphenylyl, or imidazolyl; any of which can include one or more optional substituents independently selected from halo, trifluoromethyl, hydroxy, amino, nitro, cyano, C1-3 alkoxy, C1-3 alkyl, methylenedioxy, carboxamido, acetamido, or amidino; X is methylene, carbonyl, or sulfonyl; Z is methylene, ethylene, or propylene; M is methylene or ethylene; and R1, R2 and R3¿ are independently hydrogen or C¿1-3? alkyl.