N-{[3-({Methyl[(8S)-5,6,7,8-tetrahydroquinolin-8-yl]amino}methyl)isoquinolin-4-yl]methyl}methanesulfonamide | 1228073-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-{[3-({Methyl[(8S)-5,6,7,8-tetrahydroquinolin-8-yl]amino}methyl)isoquinolin-4-yl]methyl}methanesulfonamide
• 英文别名: N-[[3-[[methyl-[(8S)-5,6,7,8-tetrahydroquinolin-8-yl]amino]methyl]isoquinolin-4-yl]methyl]methanesulfonamide
• CAS: 1228073-50-4
• 化学式: C₂₂H₂₆N₄O₂S
• 分子量: 410.54
• InChiKey: CDWIAUKEAXDMGL-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (8S)-N-[[4-(aminomethyl)-3-isoquinolyl]methyl]-N-methyl-5,6,7,8-tetrahydroquinolin-8-amine 、 甲基磺酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到N-{[3-({Methyl[(8S)-5,6,7,8-tetrahydroquinolin-8-yl]amino}methyl)isoquinolin-4-yl]methyl}methanesulfonamide
  参考文献：
  名称：

  Synthesis and SAR of novel isoquinoline CXCR4 antagonists with potent anti-HIV activity

  摘要：

  Using AMD070 as a starting point for structural modification, a novel series of isoquinoline CXCR4 antagonists was developed. A structure-activity scan of alternate lower heterocycles led to the 3-isoquinolinyl moiety as an attractive replacement for benzimidazole. Side chain optimization in the isoquinoline series led to a number of compounds with low nanomolar anti-HIV activities and promising rat PK properties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.118

文献信息

• Synthesis and SAR of novel isoquinoline CXCR4 antagonists with potent anti-HIV activity
  作者：John F. Miller、Kristjan S. Gudmundsson、Leah D’Aurora Richardson、Stephen Jenkinson、Andrew Spaltenstein、Michael Thomson、Pat Wheelan

  DOI：10.1016/j.bmcl.2010.03.118

  日期：2010.5

  Using AMD070 as a starting point for structural modification, a novel series of isoquinoline CXCR4 antagonists was developed. A structure-activity scan of alternate lower heterocycles led to the 3-isoquinolinyl moiety as an attractive replacement for benzimidazole. Side chain optimization in the isoquinoline series led to a number of compounds with low nanomolar anti-HIV activities and promising rat PK properties. (C) 2010 Elsevier Ltd. All rights reserved.