(1S,4R)-7,7-dimethyl-1-[({(3S)-3-methyl-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[2.2.1]heptan-2-ol | 943237-72-7

• 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)-7,7-dimethyl-1-[({(3S)-3-methyl-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[2.2.1]heptan-2-ol
• 英文别名: (1S,4R)-7,7-dimethyl-1-[[(3S)-3-methyl-4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]sulfonylmethyl]bicyclo[2.2.1]heptan-2-ol
• CAS: 943237-72-7
• 化学式: C₂₁H₃₀F₃N₃O₃S
• 分子量: 461.549
• InChiKey: ZNGVTBVYSZJBBY-PTZILIPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  31
• 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：
  9

反应信息

• 作为反应物：
  描述：

  (1S,4R)-7,7-dimethyl-1-[({(3S)-3-methyl-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[2.2.1]heptan-2-ol 生成 (1S,2R,4R)-7,7-dimethyl-1-[({(3S)-3-methyl-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[2.2.1]heptan-2-ol 、 (1S,2S,4R)-7,7-dimethyl-1-[({(3S)-3-methyl-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[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-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[2.2.1]heptan-2-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 (1S,4R)-7,7-dimethyl-1-[({(3S)-3-methyl-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinyl}sulfonyl)methyl]bicyclo[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

• [EN] CAMPHOR-DERIVED CXCR3 ANTAGONISTS<br/>[FR] ANTAGONISTES DE CXCR3 DÉRIVÉS DU CAMPHRE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2007076318A2

  公开（公告）日：2007-07-05

  [EN] The instant invention related to camphor derivatives of which are useful in treating diseases wherein inhibition of the exzyme CXCR3 results in beneficial therapy in a mammal.
  [FR] La présente invention concerne des dérivés du camphre qui sont utiles pour traiter des maladies chez un mammifère pour lesquelles l'inhibition de l'enzyme CXCR3 apporte un bénéfice thérapeutique.
• 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.