4-(4-(1H-benzo[d]imidazol-1-yl)phenyl)-6-(4-chlorophenyl)pyrimidin-2-amine | 1392592-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-(4-(1H-benzo[d]imidazol-1-yl)phenyl)-6-(4-chlorophenyl)pyrimidin-2-amine
• 英文别名: 4-[4-(Benzimidazol-1-yl)phenyl]-6-(4-chlorophenyl)pyrimidin-2-amine；4-[4-(benzimidazol-1-yl)phenyl]-6-(4-chlorophenyl)pyrimidin-2-amine
• CAS: 1392592-90-3
• 化学式: C₂₃H₁₆ClN₅
• 分子量: 397.867
• InChiKey: FPEIYJDLEDZNPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-甲酰基苯基)-1H-苯并咪唑 在 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 16.0h， 生成 4-(4-(1H-benzo[d]imidazol-1-yl)phenyl)-6-(4-chlorophenyl)pyrimidin-2-amine
  参考文献：
  名称：

  Synthesis and evaluation of 2,4,6-trisubstituted pyrimidine derivatives as novel antileishmanial agents

  摘要：

  A series of new 2,4,6-trisubstituted pyrimidine derivatives 8(a-j) were synthesized by reacting substituted chalcones containing imidazole 6(a-d) and benzimidazole 7(a-f) with guanidine hydrochloride in the presence of strong base. Substituted chalcones were synthesized by reacting 4-(1H-imidazol-1-yl)benzaldehyde or 4-(1H-benzo[d]imidazol-1-yl)benzaldehyde with different substituted acetophenones in the presence of 40 % NaOH in methanol. The synthesized compounds were confirmed by IR, (HNMR)-H-1, and mass spectral data and screened for antileishmanial activity. Antileishmanial activity was performed against Leishmania donovani parasite, and percentage lysis inhibition were calculated by meglumine antimoliate taking a positive control and chloroform (0.1 % CHCl3) treatment served as control. Among all the compounds, 8h and 8j exhibited 50-57 % inhibition against promastigotes, thus providing new structural lead for antileishmanials.

  DOI：

  10.1007/s00044-012-0167-y

文献信息

• Synthesis and evaluation of 2,4,6-trisubstituted pyrimidine derivatives as novel antileishmanial agents
  作者：S. K. Patle、N. Kawathekar、M. Zaveri、P. Kamaria

  DOI：10.1007/s00044-012-0167-y

  日期：2013.4

  A series of new 2,4,6-trisubstituted pyrimidine derivatives 8(a-j) were synthesized by reacting substituted chalcones containing imidazole 6(a-d) and benzimidazole 7(a-f) with guanidine hydrochloride in the presence of strong base. Substituted chalcones were synthesized by reacting 4-(1H-imidazol-1-yl)benzaldehyde or 4-(1H-benzo[d]imidazol-1-yl)benzaldehyde with different substituted acetophenones in the presence of 40 % NaOH in methanol. The synthesized compounds were confirmed by IR, (HNMR)-H-1, and mass spectral data and screened for antileishmanial activity. Antileishmanial activity was performed against Leishmania donovani parasite, and percentage lysis inhibition were calculated by meglumine antimoliate taking a positive control and chloroform (0.1 % CHCl3) treatment served as control. Among all the compounds, 8h and 8j exhibited 50-57 % inhibition against promastigotes, thus providing new structural lead for antileishmanials.