4-(methylsulfonyl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine | 1160591-36-5

• 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-(methylsulfonyl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
• 英文别名: 4-Methylsulfonyl-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
• CAS: 1160591-36-5
• 化学式: C₁₄H₁₇N₃O₅S
• 分子量: 339.372
• InChiKey: SWQRIZKWPYFTJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-(2-氨基乙基)吗啉 、 4-(methylsulfonyl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine 以 四氢呋喃 为溶剂， 反应 12.0h， 以67%的产率得到N4-(2-morpholinoethyl)-6-(3,4,5-trimethoxyphenyl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  Synthesis and antileishmanial activity of novel 2,4,6-trisubstituted pyrimidines and 1,3,5-triazines

  摘要：

  A series of 2,4,6-trisubstituted pyrimidines and 1,3,5-triazines have been synthesized and screened for their in vitro and in vivo antileishmanial activity against Leishmania donovani. Among all, 14 compounds have shown promising inhibition of 80-100% at 10 mu g/ml against promastigotes and IC50 in the range of 0.89-9.68 mu g/ml against amastigotes. Three compounds 13, 32 and 33 with good selectivity index (S.I.) were screened for their in vivo activity in golden hamsters (Mesocricetus auratus) infected with MHOM/IN/80/Dd(8) strain of L. donovani and have shown moderate in vivo inhibition of 48-56% at a dose of 50 mg/kg x 5, i.p. route for 5 days. (C) 2009 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2009.01.016
• 作为产物：
  描述：

  4-methylsulfanyl-6-(3,4,5-trimethoxyphenyl)-pyrimidin-2-ylamine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以73%的产率得到4-(methylsulfonyl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
  参考文献：
  名称：

  Synthesis and antileishmanial activity of novel 2,4,6-trisubstituted pyrimidines and 1,3,5-triazines

  摘要：

  A series of 2,4,6-trisubstituted pyrimidines and 1,3,5-triazines have been synthesized and screened for their in vitro and in vivo antileishmanial activity against Leishmania donovani. Among all, 14 compounds have shown promising inhibition of 80-100% at 10 mu g/ml against promastigotes and IC50 in the range of 0.89-9.68 mu g/ml against amastigotes. Three compounds 13, 32 and 33 with good selectivity index (S.I.) were screened for their in vivo activity in golden hamsters (Mesocricetus auratus) infected with MHOM/IN/80/Dd(8) strain of L. donovani and have shown moderate in vivo inhibition of 48-56% at a dose of 50 mg/kg x 5, i.p. route for 5 days. (C) 2009 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2009.01.016