5-chloro-6-((3S)-4-(1-(4-chlorobenzyl)-2-oxopiperidin-4-yl)-3-methylpiperazin-1-yl)-N-methylnicotinamide | 1279723-71-5

• 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: 5-chloro-6-((3S)-4-(1-(4-chlorobenzyl)-2-oxopiperidin-4-yl)-3-methylpiperazin-1-yl)-N-methylnicotinamide
• 英文别名: 5-chloro-6-[(3S)-4-[1-[(4-chlorophenyl)methyl]-2-oxopiperidin-4-yl]-3-methylpiperazin-1-yl]-N-methylpyridine-3-carboxamide
• CAS: 1279723-71-5
• 化学式: C₂₄H₂₉Cl₂N₅O₂
• 分子量: 490.433
• InChiKey: ASJOUHJGEOKEFO-DJZRFWRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  68.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-1-N-Boc-2-甲基哌嗪 在 水 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 溶剂黄146 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 、 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 5-chloro-6-((3S)-4-(1-(4-chlorobenzyl)-2-oxopiperidin-4-yl)-3-methylpiperazin-1-yl)-N-methylnicotinamide
  参考文献：
  名称：

  II. SAR studies of pyridyl–piperazinyl-piperidine derivatives as CXCR3 chemokine antagonists

  摘要：

  The structure-human CXCR3 binding affinity relationship of a series of pyridyl-piperazinyl-piperidine derivatives was explored. The optimization campaign highlighted the pronounced effect of 2'-piperazine substitution on CXCR3 receptor affinity. Analog 18j, harboring a 2'(S)-ethylpiperazine moiety, exhibited a human CXCR3 IC(50) of 0.2 nM. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.114

文献信息

• II. SAR studies of pyridyl–piperazinyl-piperidine derivatives as CXCR3 chemokine antagonists
  作者：Yuefei Shao、Gopinadhan N. Anilkumar、Carolyn DiIanni Carroll、Guizhen Dong、James W. Hall、Doug W. Hobbs、Yueheng Jiang、Chung-Her Jenh、Seong Heon Kim、Joseph A. Kozlowski、Brian F. McGuinness、Stuart B. Rosenblum、Inna Schulman、Neng-Yang Shih、Youheng Shu、Michael K.C. Wong、Wensheng Yu、Lisa Guise Zawacki、Qingbei Zeng

  DOI：10.1016/j.bmcl.2010.12.114

  日期：2011.3

  The structure-human CXCR3 binding affinity relationship of a series of pyridyl-piperazinyl-piperidine derivatives was explored. The optimization campaign highlighted the pronounced effect of 2'-piperazine substitution on CXCR3 receptor affinity. Analog 18j, harboring a 2'(S)-ethylpiperazine moiety, exhibited a human CXCR3 IC(50) of 0.2 nM. (C) 2011 Elsevier Ltd. All rights reserved.