(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 | 943237-67-0

• 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-ol
• 英文别名: (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-ol
• CAS: 943237-67-0
• 化学式: C₂₁H₂₉F₄N₃O₃S
• 分子量: 479.539
• InChiKey: PMSFEOUVENKQAA-RNXMPNLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 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-ol 生成 (1S,2R,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 、 (1S,2S,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)-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

文献信息

• Camphor sulfonamide derivatives as novel, potent and selective CXCR3 antagonists
  作者：Yonghui Wang、Jakob Busch-Petersen、Feng Wang、Terence J. Kiesow、Todd L. Graybill、Jian Jin、Zheng Yang、James J. Foley、Gerald E. Hunsberger、Dulcie B. Schmidt、Henry M. Sarau、Elizabeth A. Capper-Spudich、Zining Wu、Laura S. Fisher、Michael S. McQueney、Ralph A. Rivero、Katherine L. Widdowson

  DOI：10.1016/j.bmcl.2008.11.008

  日期：2009.1

  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.