4-[[[2-(4-Methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenol | 1018480-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[[[2-(4-Methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenol
• CAS: 1018480-78-8
• 化学式: C₁₉H₁₆F₃N₃O₃S
• 分子量: 423.416
• InChiKey: CZXMLLSNIMHIFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-[[[2-(4-Methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenol 、 甲基磺酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 21.0h， 以31%的产率得到[4-[[[2-(4-Methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl] methanesulfonate
  参考文献：
  名称：

  Novel 2-(4-methylsulfonylphenyl)pyrimidine derivatives as highly potent and specific COX-2 inhibitors

  摘要：

  New series of 2-(4-methylsulfonylphenyl) and 2-(4-sulfamoylphenyl)pyrimidines were synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). COX-1 and COX-2 inhibitory activity of these compounds was determined using purified enzyme (PE) and human whole blood (HWB) assays. Extensive structure-activity relationship (SAR) work was carried out within these series, and a wide number of potent and specific COX-2 inhibitors were identified (HWB COX-2 IC50 = 2.4-0.3 nM and 80- to 780-fold more selective than rofecoxib). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.079
• 作为产物：
  描述：

  N-[[4-(methoxymethoxy)phenyl]methyl]-2-(4-methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-4-amine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以98%的产率得到4-[[[2-(4-Methylsulfonylphenyl)-6-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenol
  参考文献：
  名称：

  Novel 2-(4-methylsulfonylphenyl)pyrimidine derivatives as highly potent and specific COX-2 inhibitors

  摘要：

  New series of 2-(4-methylsulfonylphenyl) and 2-(4-sulfamoylphenyl)pyrimidines were synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). COX-1 and COX-2 inhibitory activity of these compounds was determined using purified enzyme (PE) and human whole blood (HWB) assays. Extensive structure-activity relationship (SAR) work was carried out within these series, and a wide number of potent and specific COX-2 inhibitors were identified (HWB COX-2 IC50 = 2.4-0.3 nM and 80- to 780-fold more selective than rofecoxib). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.079

文献信息

• Novel 2-(4-methylsulfonylphenyl)pyrimidine derivatives as highly potent and specific COX-2 inhibitors
  作者：Aurelio Orjales、Ramón Mosquera、Beatriz López、Roberto Olivera、Luis Labeaga、M. Teresa Núñez

  DOI：10.1016/j.bmc.2007.11.079

  日期：2008.3

  New series of 2-(4-methylsulfonylphenyl) and 2-(4-sulfamoylphenyl)pyrimidines were synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2). COX-1 and COX-2 inhibitory activity of these compounds was determined using purified enzyme (PE) and human whole blood (HWB) assays. Extensive structure-activity relationship (SAR) work was carried out within these series, and a wide number of potent and specific COX-2 inhibitors were identified (HWB COX-2 IC50 = 2.4-0.3 nM and 80- to 780-fold more selective than rofecoxib). (C) 2007 Elsevier Ltd. All rights reserved.