2-((1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)isoindoline-1,3-dione | 280761-95-7

• 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-((1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)isoindoline-1,3-dione
• CAS: 280761-95-7
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: IGMYHCMMAVQKLK-ZSBIGDGJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-((1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)isoindoline-1,3-dione 在 1-氯乙基氯甲酸酯 作用下， 以 1,2-二氯乙烷 为溶剂， 以87%的产率得到2-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)isoindoline-1,3-dione
  参考文献：
  名称：

  Development of CXCR3 antagonists. Part 3: Tropenyl and homotropenyl-piperidine urea derivatives

  摘要：

  The optimization of a series of 1-aryl-3-piperidinyl urea derivatives is described in which incorporation of tropenyl and homotropenyl moieties has led to significant improvements in activity and drug-like properties. Replacement of the central piperidine with an exo-tropanyl unit led to the identification of compound 15 which provides a combination of excellent potency against human and murine receptors, drug-like properties and pharmacokinetics, thus providing a valuable tool for the evaluation of CXCR3 antagonists in models of human disease. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.109
• 作为产物：
  描述：

  邻苯二甲酸亚胺 、 3-tropanol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到2-((1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)isoindoline-1,3-dione
  参考文献：
  名称：

  Development of CXCR3 antagonists. Part 3: Tropenyl and homotropenyl-piperidine urea derivatives

  摘要：

  The optimization of a series of 1-aryl-3-piperidinyl urea derivatives is described in which incorporation of tropenyl and homotropenyl moieties has led to significant improvements in activity and drug-like properties. Replacement of the central piperidine with an exo-tropanyl unit led to the identification of compound 15 which provides a combination of excellent potency against human and murine receptors, drug-like properties and pharmacokinetics, thus providing a valuable tool for the evaluation of CXCR3 antagonists in models of human disease. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.109

文献信息

• Pyrrolidine modulators of CCR5 chemokine receptor activity
  申请人：——

  公开号：US20020198178A1

  公开（公告）日：2002-12-26

  Pyrrolidine compounds of Formula I: 1 (wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8a , R 8b , j, k, l, m, and n are defined herein) are described. The compounds are modulators of CCR5 chemokine receptor activity. The compounds are useful, for example, in the prevention or treatment of infection by HIV and the treatment of AIDS, as compounds or pharmaceutically acceptable salts, or as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.

  本文描述了式I:1中的吡咯烷化合物（其中R1、R2、R3、R4、R5、R6、R7、R8a、R8b、j、k、l、m和n在此处定义）。这些化合物是CCR5趋化因子受体活性的调节剂。这些化合物可用于预防或治疗HIV感染和治疗艾滋病，作为化合物或药物可接受的盐或作为药物组成部分，可选地与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。本文还描述了治疗艾滋病的方法以及预防或治疗HIV感染的方法。
• US6531484B2
  申请人：——

  公开号：US6531484B2

  公开（公告）日：2003-03-11