N-cyclohexyl-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine-2-amine | 342651-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-cyclohexyl-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine-2-amine
• 英文别名: N-cyclohexyl-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2-amine；N-cyclohexyl-4-(4-(methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidin-2-amine；N-cyclohexyl-4-(4-methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-2-amine
• CAS: 342651-31-4
• 化学式: C₁₈H₂₀F₃N₃O₂S
• 分子量: 399.437
• InChiKey: SFTDLGJIDMULGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  80.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-(methylsulfonyl)-4-(4-(methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidine 、 环己胺 以 乙腈 为溶剂， 反应 26.0h， 以52%的产率得到N-cyclohexyl-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine-2-amine
  参考文献：
  名称：

  Pyrimidine derivatives

  摘要：

  该发明提供了式（I）的化合物及其药学上可接受的衍生物，其中：R1和R2分别选自H、C1-6烷基、C2-6烯基、C3-6炔基、C3-10环烷基C0-6烷基或C4-12桥环烷烃；R3为C1-6烷基或NH2。式（I）的化合物是COX-2的有效选择性抑制剂，并可用于治疗疼痛、发热、炎症和各种疾病和病症。

  公开号：

  US06780869B1

文献信息

• Pyrimidine derivatives
  申请人：SmithKline Beecham Corporation

  公开号：US06780869B1

  公开（公告）日：2004-08-24

  The invention provides the compounds of formula (I) and pharmaceutically acceptable derivatives thereof, in which: R1 and R2 are independently selected from H, C1-6 alkyl, C2-6alkenyl, C3-6alkynyl, C3-10cycloalkylC0-6alkyl or C4-12bridged cycloalkane; and R3 is C1-6alkyl or NH2. Compounds of formula (I) are potent and selective inhibitors of COX-2 and are of use in the treatment of pain, fever, inflammation and a variety of conditions and diseases.

  该发明提供了式（I）的化合物及其药学上可接受的衍生物，其中：R1和R2分别选自H、C1-6烷基、C2-6烯基、C3-6炔基、C3-10环烷基C0-6烷基或C4-12桥环烷烃；R3为C1-6烷基或NH2。式（I）的化合物是COX-2的有效选择性抑制剂，并可用于治疗疼痛、发热、炎症和各种疾病和病症。
• PYRIMIDINE DERIVATIVES AS SELECTIVE INHIBITORS OF COX-2
  申请人：GLAXO GROUP LIMITED

  公开号：EP1235812A2

  公开（公告）日：2002-09-04
• US6780869B1
  申请人：——

  公开号：US6780869B1

  公开（公告）日：2004-08-24
• [EN] PYRIMIDINE DERIVATIVES<br/>[FR] DERIVES DE PYRIMIDINE
  申请人：GLAXO GROUP LTD

  公开号：WO2001038311A2

  公开（公告）日：2001-05-31

  The invention provides the compounds of formula (I) and pharmaceutically acceptable derivatives thereof, in which: R?1 and R2¿ are independently selected from H, C¿1-6?alkyl, C2-6alkenyl, C3-6alkynyl, C3-10cycloalkylC0-6alkyl or C4-12bridged cycloalkane; and R?3¿ is C¿1-6?alkyl or NH2. Compounds of formula (I) are potent and selective inhibitors of COX-2 and are of use in the treatment of the pain, fever, inflammation of a variety of conditions and diseases.
• Identification of [4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)-2-pyrimidinyl] amines and ethers as potent and selective cyclooxygenase-2 inhibitors
  作者：Martin E. Swarbrick、Paul J. Beswick、Robert J. Gleave、Richard H. Green、Sharon Bingham、Chas Bountra、Malcolm C. Carter、Laura J. Chambers、Iain P. Chessell、Nick M. Clayton、Sue D. Collins、John A. Corfield、C. David Hartley、Savvas Kleanthous、Paul F. Lambeth、Fiona S. Lucas、Neil Mathews、Alan Naylor、Lee W. Page、Jeremy J. Payne、Neil A. Pegg、Helen S. Price、John Skidmore、Alexander J. Stevens、Richard Stocker、Sharon C. Stratton、Alastair J. Stuart、Joanne O. Wiseman

  DOI：10.1016/j.bmcl.2009.02.085

  日期：2009.8

  A novel series of [4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)-2-pyrimidine-based cyclooxygenase-2 (COX-2) inhibitors, which have a different arrangement of substituents compared to the more common 1,2-diarylheterocycle based molecules, have been discovered. For example, 2-(butyloxy)-4-[4(methylsulfonyl) phenyl]-6-(trifluoromethyl) pyrimidine (47), a member of the 2- pyrimidinyl ether series, has been shown to be a potent and selective inhibitor with a favourable pharmacokinetic pro. le, high brain penetration and good efficacy in rat models of hypersensitivity. (C) 2009 Elsevier Ltd. All rights reserved.