tert-butyl (2S,5S)-2-(3,4-dichlorobenzoyl)-5-methylpyrrolidine-1-carboxylate | 374929-22-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (2S,5S)-2-(3,4-dichlorobenzoyl)-5-methylpyrrolidine-1-carboxylate
• CAS: 374929-22-3
• 化学式: C₁₇H₂₁Cl₂NO₃
• 分子量: 358.265
• InChiKey: SCSVGVYSBKAFBJ-HZMBPMFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,5S)-2-(3,4-dichlorobenzoyl)-5-methylpyrrolidine-1-carboxylate 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 (S)-(3,4-Dichloro-phenyl)-((2S,5S)-5-methyl-pyrrolidin-2-yl)-methanol
  参考文献：
  名称：

  Discovery and initial structure–Activity relationships of trisubstituted ureas as thrombin receptor (PAR-1) antagonists

  摘要：

  Thrombin is the most potent agonist of platelet activation, and its effects are predominantly mediated by platelet thrombin receptors. Therefore, antagonists of the thrombin receptor have potential utility for the treatment of thrombotic disorders. Screening of combinatorial libraries revealed 2 to be a potent antagonist of the thrombin receptor. Modifications of this structure produced 11k, which inhibits thrombin receptor stimulated secretion and aggregation of platelets. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00538-8
• 作为产物：
  描述：

  (2S)-5-methylpyrrolidine-2-carboxylic acid 在 sodium hydroxide 、 正丁基锂 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 生成 tert-butyl (2S,5S)-2-(3,4-dichlorobenzoyl)-5-methylpyrrolidine-1-carboxylate
  参考文献：
  名称：

  Discovery and initial structure–Activity relationships of trisubstituted ureas as thrombin receptor (PAR-1) antagonists

  摘要：

  Thrombin is the most potent agonist of platelet activation, and its effects are predominantly mediated by platelet thrombin receptors. Therefore, antagonists of the thrombin receptor have potential utility for the treatment of thrombotic disorders. Screening of combinatorial libraries revealed 2 to be a potent antagonist of the thrombin receptor. Modifications of this structure produced 11k, which inhibits thrombin receptor stimulated secretion and aggregation of platelets. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00538-8

文献信息

• Thrombin receptor antagonists
  申请人：——

  公开号：US20010044454A1

  公开（公告）日：2001-11-22

  A thrombin receptor antagonist having the formula 1 or a pharmaceutically acceptable salt thereof, useful for inhibiting the aggregation of blood platelets. The compounds can be used in a method of acting upon a thrombin receptor which comprises administering a therapeutically effective but non-toxic amount of such compound to a mammal, preferably a human.

  一种具有以下化学式1的凝血酶受体拮抗剂或其药用可接受盐，用于抑制血小板聚集。这些化合物可用于作用于凝血酶受体的方法，包括向哺乳动物，最好是人类，施用治疗有效但非毒性量的该化合物。
• US6403612B2
  申请人：——

  公开号：US6403612B2

  公开（公告）日：2002-06-11
• Discovery and initial structure–Activity relationships of trisubstituted ureas as thrombin receptor (PAR-1) antagonists
  作者：James C Barrow、Philippe G Nantermet、Harold G Selnick、Kristen L Glass、Phung L Ngo、Mary Beth Young、Janetta M Pellicore、Michael J Breslin、John H Hutchinson、Roger M Freidinger、Cindra Condra、Jerzy Karczewski、Rodney A Bednar、Stanley L Gaul、Andrew Stern、Robert Gould、Thomas M Connolly

  DOI：10.1016/s0960-894x(01)00538-8

  日期：2001.10

  Thrombin is the most potent agonist of platelet activation, and its effects are predominantly mediated by platelet thrombin receptors. Therefore, antagonists of the thrombin receptor have potential utility for the treatment of thrombotic disorders. Screening of combinatorial libraries revealed 2 to be a potent antagonist of the thrombin receptor. Modifications of this structure produced 11k, which inhibits thrombin receptor stimulated secretion and aggregation of platelets. (C) 2001 Elsevier Science Ltd. All rights reserved.