2-Benzyl-4-(4-fluorophenyl)-5-(4-(methylsulfonyl)phenyl)pyrimidine | 1186308-81-5

• 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: 2-Benzyl-4-(4-fluorophenyl)-5-(4-(methylsulfonyl)phenyl)pyrimidine
• 英文别名: 2-benzyl-4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)pyrimidine
• CAS: 1186308-81-5
• 化学式: C₂₄H₁₉FN₂O₂S
• 分子量: 418.491
• InChiKey: NPFBGJGIMZERER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Benzyl-4-(4-fluorophenyl)-5-(4-(methylsulfonyl)phenyl)pyrimidine 在 Streptomyces rimosus C₁₉₅₀ 作用下， 反应 72.0h， 生成 (4-(4-Fluorophenyl)-5-(4-(methylsulfonyl)phenyl)pyrimidin-2-yl)(phenyl)methanol
  参考文献：
  名称：

  Identification and optimisation of a novel series of pyrimidine based cyclooxygenase-2 (COX-2) inhibitors. Utilisation of a biotransformation approach

  摘要：

  Many years of work have been invested in the identification of potent and selective COX-2 inhibitors for the treatment of chronic inflammatory pain. One issue faced by workers is the balance between the lipophilicity required for potent enzyme inhibition and the physical properties necessary for drug absorption and distribution in vivo. Frequently approaches to reduce lipophilicity through introduction of polar functionality is hampered by highly challenging chemistry to prepare key molecules. We have complemented traditional synthetic chemistry with a biotransformations approach which effciently provided access to an array of key target molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.089
• 作为产物：
  描述：

  cis,trans-3-chloro-3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)propenal 、 苯乙脒 以 乙腈 为溶剂， 生成 2-Benzyl-4-(4-fluorophenyl)-5-(4-(methylsulfonyl)phenyl)pyrimidine
  参考文献：
  名称：

  Identification and optimisation of a novel series of pyrimidine based cyclooxygenase-2 (COX-2) inhibitors. Utilisation of a biotransformation approach

  摘要：

  Many years of work have been invested in the identification of potent and selective COX-2 inhibitors for the treatment of chronic inflammatory pain. One issue faced by workers is the balance between the lipophilicity required for potent enzyme inhibition and the physical properties necessary for drug absorption and distribution in vivo. Frequently approaches to reduce lipophilicity through introduction of polar functionality is hampered by highly challenging chemistry to prepare key molecules. We have complemented traditional synthetic chemistry with a biotransformations approach which effciently provided access to an array of key target molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.089