2-cyclopentyl-7-[(4-methylpiperazin-1-yl)carbonyl]-4-(phenylsulfonyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole | 959938-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-cyclopentyl-7-[(4-methylpiperazin-1-yl)carbonyl]-4-(phenylsulfonyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole
• 英文别名: (2-Cyclopentyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indol-7-yl)(4-methylpiperidin-1-yl)methanone；(2-cyclopentyl-3,4-dihydro-1H-pyrrolo[3,4-b]indol-7-yl)-(4-methylpiperidin-1-yl)methanone
• CAS: 959938-29-5
• 化学式: C₂₂H₂₉N₃O
• 分子量: 351.492
• InChiKey: ZGHROMVKNAMFRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  39.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-cyclopentyl-7-[(4-methylpiperazin-1-yl)carbonyl]-4-(phenylsulfonyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole 、 丙基磺酰氯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2-Cyclopentyl-4-(propylsulfonyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indol-7-yl)(4-methylpiperidin-1-yl)methanone
  参考文献：
  名称：

  New 1,2,3,4-tetrahydropyrrolo[3,4-b]indole derivatives as selective CB2 receptor agonists

  摘要：

  The preparation and evaluation of a novel class of CB2 agonists based on a 1,2,3,4-tetrahydropyrrolo[3,4-b]indole moiety are reported. They showed binding affinities up to 4.2 nM toward CB2 with sub-nanomolar EC50 values. They also showed moderate to good (> 350-fold) selectivity over the CBI receptor. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.019
• 作为产物：
  描述：

  2-cyclopentyl-7-[(4-methylpiperidin-1-yl)carbonyl]-4-(phenylsulfonyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole 在 氢氧化钾 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 1.0h， 以76%的产率得到2-cyclopentyl-7-[(4-methylpiperazin-1-yl)carbonyl]-4-(phenylsulfonyl)-1,2,3,4-tetrahydropyrrolo[3,4-b]indole
  参考文献：
  名称：

  New 1,2,3,4-tetrahydropyrrolo[3,4-b]indole derivatives as selective CB2 receptor agonists

  摘要：

  The preparation and evaluation of a novel class of CB2 agonists based on a 1,2,3,4-tetrahydropyrrolo[3,4-b]indole moiety are reported. They showed binding affinities up to 4.2 nM toward CB2 with sub-nanomolar EC50 values. They also showed moderate to good (> 350-fold) selectivity over the CBI receptor. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.019