4-(4-(Methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidin-2-amine | 354807-01-5

• 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)-6-(trifluoromethyl)pyrimidin-2-amine
• 英文别名: 4-(4-methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-2-amine
• CAS: 354807-01-5
• 化学式: C₁₂H₁₀F₃N₃O₂S
• 分子量: 317.292
• InChiKey: YSWMQMATRUHISF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  94.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4-(4-(Methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidin-2-amine 以 甲酸 为溶剂， 反应 19.0h， 生成 4-[4-(Methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2-ylformamide
  参考文献：
  名称：

  Pyrimidine derivatives as selective inhibitors of COX-2

  摘要：

  本发明提供了公式（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或C1-6烷基；R3是C1-6烷基或NH2；R4是H或C1-6烷基；A是5-或6-成员芳基，或5-或6-成员芳基取代一个或多个R5；R5是卤素，C1-6烷基，C1-6烷基取代一个或多个F，C1-6烷氧基，C1-6烷氧基取代一个或多个F，SO2NH2或SO2C1-6烷基；n为1至4。

  公开号：

  US06780870B2
• 作为产物：
  描述：

  2-(methylsulfonyl)-4-(4-(methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidine 在 氨 作用下， 以 乙腈 为溶剂， 生成 4-(4-(Methylsulfonyl)phenyl)-6-(trifluoromethyl)pyrimidin-2-amine
  参考文献：
  名称：

  Identification of [4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)-2-pyrimidinyl] amines and ethers as potent and selective cyclooxygenase-2 inhibitors

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2009.02.085

文献信息

• Pyrmidine derivatives as selective inhibitors of cox-2
  申请人：——

  公开号：US20030109538A1

  公开（公告）日：2003-06-12

  The invention provides the compounds of formula (I) and pharmaceutically acceptable derivatives thereof, in which: R 1 and R 2 are independently selected from H, or C 1-6 alkyl, R 3 is C 1-6 alkyl or NH 2 : R 4 is H or C 1-6 alkyl: A is and 5- or 6-membered aryl, or a 5- or 6-membered aryl substituted by one or more R 5 ; R 5 is halogen, C 1-6 alkyl, C 1-6 alkyl substituted by one ore more F, C 1-6 alkoxy, C 1-6 alkoxy substituted by one or more F, SO 2 NH 2 or SO 2 C 1-6 alkyl; and n is 1 to 4. 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.

  该发明提供了公式（I）的化合物及其在药学上可接受的衍生物，其中：R1和R2分别选自H或C1-6烷基，R3为C1-6烷基或NH2；R4为H或C1-6烷基；A为5-或6-成员芳基，或由一个或多个R5取代的5-或6-成员芳基；R5为卤素、C1-6烷基、由一个或多个F取代的C1-6烷基、C1-6烷氧基、由一个或多个F取代的C1-6烷氧基、SO2NH2或SO2C1-6烷基；n为1至4。公式（I）的化合物是COX-2的有效选择性抑制剂，并可用于治疗各种疾病和情况的疼痛、发热和炎症。
• PYRIMIDINE DERIVATIVES AS SELECTIVE INHIBITORS OF COX-2
  申请人：GLAXO GROUP LIMITED

  公开号：EP1254119A1

  公开（公告）日：2002-11-06
• US6780870B2
  申请人：——

  公开号：US6780870B2

  公开（公告）日：2004-08-24
• [EN] PYRIMIDINE DERIVATIVES AS SELECTIVE INHIBITORS OF COX-2<br/>[FR] DERIVES DE PYRIMIDINE UTILISES COMME INHIBITEURS DE LA COX-2
  申请人：GLAXO GROUP LTD

  公开号：WO2001058881A1

  公开（公告）日：2001-08-16

  The invention provides the compounds of formula (I) and pharmaceutically acceptable derivatives thereof, in which: R?1 and R2¿ are independently selected from H, or C¿1-6?alkyl; R?3¿ is C¿1-6?alkyl or NH2; R?4¿ is H or C¿1-6?alkyl; A is a 5- or 6-membered aryl, or a 5- or 6-membered aryl substituted by one or more R?5; R5¿ is halogen, C¿1-6?alkyl, C1-6alkyl substituted by one or more F, C1-6alkoxy, C1-6alkoxy substituted by one or more F, SO2NH2 or SO2C1-6alkyl; and n is 1 to 4. 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.