(1S,4R)-1-[({(3S)-4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]-3-methyl-1-piperazinyl}sulfonyl)methyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-one | 943237-36-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (1S,4R)-1-[({(3S)-4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]-3-methyl-1-piperazinyl}sulfonyl)methyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-one
• 英文别名: (1S,4R)-1-(((S)-4-(3-fluoro-5-(trifluoromethyl)pyridin-2-yl)-3-methylpiperazin-1-ylsulfonyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one；(1S,4R)-1-[[(3S)-4-[3-fluoro-5-(trifluoromethyl)pyridin-2-yl]-3-methylpiperazin-1-yl]sulfonylmethyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-one
• CAS: 943237-36-3
• 化学式: C₂₁H₂₇F₄N₃O₃S
• 分子量: 477.523
• InChiKey: UIILMPGHICZFBB-LRDNONRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  79
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (1S,4R)-1-[({(3S)-4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]-3-methyl-1-piperazinyl}sulfonyl)methyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 (1S,4R)-1-[({(3S)-4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]-3-methyl-1-piperazinyl}sulfonyl)methyl]7,7-dimethylbicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Camphor sulfonamide derivatives as novel, potent and selective CXCR3 antagonists

  摘要：

  A series of N-arylpiperazine camphor sulfonamides was discovered as novel CXCR3 antagonists. The synthesis, structure-activity relationships, and optimization of the initial hit that resulted in the identification of potent and selective CXCR3 antagonists are described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.008
• 作为产物：
  描述：

  (1S,4R)-7,7-dimethyl-1-({[(3S)-3-methyl-1-piperazinyl]sulfonyl}methyl)bicyclo[2.2.1]heptan-2-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 (1S,4R)-1-[({(3S)-4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]-3-methyl-1-piperazinyl}sulfonyl)methyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-one
  参考文献：
  名称：

  Camphor sulfonamide derivatives as novel, potent and selective CXCR3 antagonists

  摘要：

  A series of N-arylpiperazine camphor sulfonamides was discovered as novel CXCR3 antagonists. The synthesis, structure-activity relationships, and optimization of the initial hit that resulted in the identification of potent and selective CXCR3 antagonists are described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.008