4-chloro-2-(methylsulfonyl)-6-<(2,3-dimethylphenyl)oxy>pyrimidine | 91759-36-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chloro-2-(methylsulfonyl)-6-<(2,3-dimethylphenyl)oxy>pyrimidine
• 英文别名: 4-chloro-2-(methylsulfonyl)-6-[(2,3-dimethylphenyl)oxy]pyrimidine；4-chloro-6-(2,3-dimethylphenoxy)-2-methylsulfonylpyrimidine
• CAS: 91759-36-3
• 化学式: C₁₃H₁₃ClN₂O₃S
• 分子量: 312.777
• InChiKey: YEVQAZZXMWHBGD-UHFFFAOYSA-N

物化性质

• 熔点：
  114-116 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  481.0±55.0 °C(Predicted)
• 密度：
  1.343±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  69.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-chloro-2-(methylsulfonyl)-6-<(2,3-dimethylphenyl)oxy>pyrimidine 在 sodium hydroxide 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 0.58h， 生成 2-[4-Chloro-6-(2,3-dimethylphenoxy)pyrimidin-2-yl]oxyacetic acid
  参考文献：
  名称：

  Novel pyrimidine and 1,3,5-triazine hypolipemic agents

  摘要：

  New compounds were synthesized by changing the substituents of a trisubstituted pyrimidine, i.e., [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]thio] acetic acid, a potent hypolipidemic agent, impaired, however, by a marked hepatomegaly-inducing effect. The structural variations led to the subsidence (14b, i.e., 4-chloro-2-(dimethylamino)-6-[(2,3-dimethylphenyl)amino]pyrimidine) or to the reduction (18b, [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]amino] acetic acid) of said untoward effect but still maintained the hypolipidemic effect that, although markedly decreased, still proves significant for serum cholesterol and triglycerides (18b) or for serum triglycerides only (14b).

  DOI：

  10.1021/jm00378a016
• 作为产物：
  描述：

  4-chloro-2-(methylthio)-6-<(2,3-dimethylphenyl)oxy>pyrimidine 在 sodium tungstate 、 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 16.0h， 以67.3%的产率得到4-chloro-2-(methylsulfonyl)-6-<(2,3-dimethylphenyl)oxy>pyrimidine
  参考文献：
  名称：

  Novel pyrimidine and 1,3,5-triazine hypolipemic agents

  摘要：

  New compounds were synthesized by changing the substituents of a trisubstituted pyrimidine, i.e., [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]thio] acetic acid, a potent hypolipidemic agent, impaired, however, by a marked hepatomegaly-inducing effect. The structural variations led to the subsidence (14b, i.e., 4-chloro-2-(dimethylamino)-6-[(2,3-dimethylphenyl)amino]pyrimidine) or to the reduction (18b, [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]amino] acetic acid) of said untoward effect but still maintained the hypolipidemic effect that, although markedly decreased, still proves significant for serum cholesterol and triglycerides (18b) or for serum triglycerides only (14b).

  DOI：

  10.1021/jm00378a016

文献信息

• DATRI, G.;GOMARASCA, P.;RESNATI, G.;TRONCONI, G.;SCOLASTICO, C.;SIRTORI, +, J. MED. CHEM., 1984, 27, N 12, 1621-1629
  作者：DATRI, G.、GOMARASCA, P.、RESNATI, G.、TRONCONI, G.、SCOLASTICO, C.、SIRTORI, +

  DOI：——

  日期：——