4-chloro-2-methoxy-6-(α,α-dichloro-3,4,5-trimethoxybenzyl)pyrimidine | 143467-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-chloro-2-methoxy-6-(α,α-dichloro-3,4,5-trimethoxybenzyl)pyrimidine
• 英文别名: Pyrimidine, 4-chloro-6-(dichloro(3,4,5-trimethoxyphenyl)methyl)-2-methoxy-；4-chloro-6-[dichloro-(3,4,5-trimethoxyphenyl)methyl]-2-methoxypyrimidine
• CAS: 143467-56-5
• 化学式: C₁₅H₁₅Cl₃N₂O₄
• 分子量: 393.654
• InChiKey: SQLGSBCZTXPIHO-UHFFFAOYSA-N

物化性质

• 沸点：
  493.2±55.0 °C(Predicted)
• 密度：
  1.372±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-chloro-2-methoxy-6-(α,α-dichloro-3,4,5-trimethoxybenzyl)pyrimidine 在 ammonium hydroxide 、 N,N-二甲基甲酰胺 作用下， 反应 36.0h， 以32%的产率得到4-(N,N-dimethylamino)-2-methoxy-6-(α-imino-3,4,5-trimethoxybenzyl)pyrimidine
  参考文献：
  名称：

  Synthesis, antimicrobial and antiviral activities of isotrimethoprim and some related derivatives

  摘要：

  The synthesis and the antimicrobial activities of 2,4-diamino-6-(3,4.5-trimethoxvbenzyl)pyrimidine (isotrimethoprim) and some related derivatives are reported. The new derivatives have been found scarcely active against bacteria and fungi, with the only exception of 4-chloro-2-methoxypyrimidinyl-3,4,5-trimethoxyphenyldichloromethane, which showed good antibacterial activity against Staphylococcus aureus. Cytotoxicity and antiviral assays, HIV included, have also been determined in comparison with TMP and AZT. Little but selective activity was shown by some derivatives against HIV retrovirus.

  DOI：

  10.1016/0223-5234(92)90009-p
• 作为产物：
  描述：

  6-(3,4,5-trimethoxybenzyl)-2-methoxy-4(3H)-pyrimidinone 在 氯化亚砜 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以90%的产率得到4-chloro-2-methoxy-6-(α,α-dichloro-3,4,5-trimethoxybenzyl)pyrimidine
  参考文献：
  名称：

  Synthesis, antimicrobial and antiviral activities of isotrimethoprim and some related derivatives

  摘要：

  The synthesis and the antimicrobial activities of 2,4-diamino-6-(3,4.5-trimethoxvbenzyl)pyrimidine (isotrimethoprim) and some related derivatives are reported. The new derivatives have been found scarcely active against bacteria and fungi, with the only exception of 4-chloro-2-methoxypyrimidinyl-3,4,5-trimethoxyphenyldichloromethane, which showed good antibacterial activity against Staphylococcus aureus. Cytotoxicity and antiviral assays, HIV included, have also been determined in comparison with TMP and AZT. Little but selective activity was shown by some derivatives against HIV retrovirus.

  DOI：

  10.1016/0223-5234(92)90009-p