2-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-3-oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid | 150349-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-3-oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid
• 英文别名: 2-[2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]ethyl]-3-oxo-1H-isoindole-5-carboxylic acid
• CAS: 150349-19-2
• 化学式: C₂₁H₂₈N₂O₅
• 分子量: 388.464
• InChiKey: AIGSZUALJOWRQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  87.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-3-oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid 在 N-甲基吗啉 、 盐酸 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-(2-Methyl-propane-1-sulfonylamino)-3-{[3-oxo-2-(2-piperidin-4-yl-ethyl)-2,3-dihydro-1H-isoindole-5-carbonyl]-amino}-propionic acid
  参考文献：
  名称：

  Nonpeptide GPIIb/IIIa inhibitors. 10. Centrally constrained alpha-sulfonamides are potent inhibitors of platelet aggregation

  摘要：

  Potency enhancing features of two series of fibrinogen receptor antagonists were combined to give analogs with improved potency and oral activity. Antagonists containing either alkyl or aryl sulfonamides and a central isoindolinone structural constraint demonstrate high affinity for both activated and unactivated platelet receptors. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00473-8
• 作为产物：
  描述：

  4-甲基异酞酸 在 盐酸 、 lithium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 TEA 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 2-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-3-oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid
  参考文献：
  名称：

  Nonpeptide GPIIb/IIIa inhibitors. 10. Centrally constrained alpha-sulfonamides are potent inhibitors of platelet aggregation

  摘要：

  Potency enhancing features of two series of fibrinogen receptor antagonists were combined to give analogs with improved potency and oral activity. Antagonists containing either alkyl or aryl sulfonamides and a central isoindolinone structural constraint demonstrate high affinity for both activated and unactivated platelet receptors. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00473-8

文献信息

• Non-peptide glycoprotein IIb/IIIa inhibitors. 9. Centrally constrained alpha-sulfonamides are useful tools for exploring platelet receptor function
  作者：M.S. Egbertson、B. Bednar、R.A. Bednar、G.D. Hartman、R.J. Gould、R.J. Lynch、L.M. Vassallo、S.D. Young

  DOI：10.1016/0960-894x(96)00242-9

  日期：1996.6

  Two fluorescent, centrally constrained fibrinogen receptor antagonists were prepared to probe ligand receptor interaction. Copyright (C) 1996 Elsevier Science Ltd
• Nonpeptide GPIIb/IIIa inhibitors. 10. Centrally constrained alpha-sulfonamides are potent inhibitors of platelet aggregation
  作者：M.S. Egbertson、G.D. Hartman、R.J. Gould、B. Bednar、R.A. Bednar、J.J. Cook、S.L. Gaul、M.A. Holahan、L.A. Libby、J.J. Lynch、R.J. Lynch、G.R. Sitko、M.T. Stranieri、L.M. Vassallo

  DOI：10.1016/0960-894x(96)00473-8

  日期：1996.11

  Potency enhancing features of two series of fibrinogen receptor antagonists were combined to give analogs with improved potency and oral activity. Antagonists containing either alkyl or aryl sulfonamides and a central isoindolinone structural constraint demonstrate high affinity for both activated and unactivated platelet receptors. Copyright (C) 1996 Elsevier Science Ltd