4-[4-(methylsulfonyl)phenyl]-N-tetrahydro-2H-pyran-4-yl-6-(trifluoromethyl)pyrimidin-2-amine | 402715-15-5

• 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: 4-[4-(methylsulfonyl)phenyl]-N-tetrahydro-2H-pyran-4-yl-6-(trifluoromethyl)pyrimidin-2-amine
• 英文别名: 4-(4-(methylsulfonyl)phenyl)-N-(tetrahydro-2H-pyran-4-yl)-6-(trifluoromethyl)pyrimidin-2-amine；4-(4-methylsulfonylphenyl)-N-(oxan-4-yl)-6-(trifluoromethyl)pyrimidin-2-amine
• CAS: 402715-15-5
• 化学式: C₁₇H₁₈F₃N₃O₃S
• 分子量: 401.409
• InChiKey: CZZCGYYJTPWNON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-[4-(methylsulfonyl)phenyl]-N-tetrahydro-2H-pyran-4-yl-6-(trifluoromethyl)pyrimidin-2-amine 、 碘甲烷 以 N-甲基乙酰胺 、 mineral oil 为溶剂， 生成 4-[4-(Methylsulfonyl)phenyl]-N-methyl-N-tetrahydro-2H-pyran-4-yl-6-(trifluoromethyl)pyrimidin-2-amine
  参考文献：
  名称：

  Substituted pyrimidines as selective cyclooxygenase-2 inhibitors

  摘要：

  式(I)化合物及其药学上可接受的衍生物，其中R1为氢或C1-4烷基；R2和R3为C1-6烷基或NH2。式(I)化合物是COX-2的有效和选择性抑制剂，并可用于治疗各种疾病的疼痛、发热和炎症。

  公开号：

  US20040102466A1
• 作为产物：
  描述：

  4-氨基四氢吡喃 、 2-(methylsulfonyl)-4-(4-(methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidine 以 N-甲基吡咯烷酮 、 水 为溶剂， 以40%的产率得到4-[4-(methylsulfonyl)phenyl]-N-tetrahydro-2H-pyran-4-yl-6-(trifluoromethyl)pyrimidin-2-amine
  参考文献：
  名称：

  Substituted pyrimidines as selective cyclooxygenase-2 inhibitors

  摘要：

  式(I)化合物及其药学上可接受的衍生物，其中R1为氢或C1-4烷基；R2和R3为C1-6烷基或NH2。式(I)化合物是COX-2的有效和选择性抑制剂，并可用于治疗各种疾病的疼痛、发热和炎症。

  公开号：

  US20040102466A1

文献信息

• SUBSTITUTED PYRIMIDINES AS SELECTIVE CYCLOOXYGENASE-2 INHIBITORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1313728A1

  公开（公告）日：2003-05-28
• US7084148B2
  申请人：——

  公开号：US7084148B2

  公开（公告）日：2006-08-01
• [EN] SUBSTITUTED PYRIMIDINES AS SELECTIVE CYCLOOXYGENASE-2 INHIBITORS<br/>[FR] PYRIMIDINES SUBSTITUES COMME INHIBITEURS SELECTIFS DE CYCLOOXYGENASE-2
  申请人：GLAXO GROUP LTD

  公开号：WO2002018374A1

  公开（公告）日：2002-03-07

  A compound of formula (I) and pharmaceutically acceptable derivatives thereof, in which R1 is H or C¿1-6?alkyl; R?2 is R3¿ 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.
• Substituted pyrimidines as selective cyclooxygenase-2 inhibitors
  申请人：——

  公开号：US20040102466A1

  公开（公告）日：2004-05-27

  A compound of formula (I) and pharmaceutically acceptable derivatives thereof, in which R 1 is H or C 1-4 alkyl; R 2 is R 3 is C 1-6 alkyl or NH 2 . 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. 1

  式(I)化合物及其药学上可接受的衍生物，其中R1为氢或C1-4烷基；R2和R3为C1-6烷基或NH2。式(I)化合物是COX-2的有效和选择性抑制剂，并可用于治疗各种疾病的疼痛、发热和炎症。