3-[4-(1H-1,3-benzodiazol-1-yl)phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one | 1392593-03-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-[4-(1H-1,3-benzodiazol-1-yl)phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one
• CAS: 1392593-03-1
• 化学式: C₂₃H₁₈N₂O₂
• 分子量: 354.408
• InChiKey: RJRZQESSFRGDGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  盐酸胍 、 3-[4-(1H-1,3-benzodiazol-1-yl)phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以48%的产率得到4-(4-(1H-benzo[d]imidazol-1-yl) phenyl)-6-(4-methoxyphenyl)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
• 作为产物：
  描述：

  苯并咪唑 在 十六烷基三甲基溴化铵 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 3-[4-(1H-1,3-benzodiazol-1-yl)phenyl]-1-(4-methoxyphenyl)prop-2-en-1-one
  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 structural characterization of two copper(II) complexes with 3-(4-(1<i>H</i>-benzo[<i>d</i>]imidazol-1-yl)-4-methoxyphenyl)-1-phenylprop- 2-en-1-one ligands
  作者：Gao-Feng Wang

  DOI：10.1515/znb-2014-0197

  日期：2015.3.1

  The synthesis of two new copper(II) complexes with benzimidazole type ligands, Cu(tta)₂(L ¹ )₂ (1) and Cu(tta)₂(L ¹ ) (2) (where L ¹ is 3-(4-(1H-benzo[d]imidazol-1-yl)-4-methoxy phenyl)-1-phenylprop-2-en-1-one; tta is 2-thenoyltrifluoroacetonate), are reported. Their structures have been characterized by infrared spectroscopy, elemental analyses and single-crystal X-ray diffraction. The copper(II) ion of 1 is in a distorted octahedral environment, while that of 2 is in a distorted square-pyramidal environment. In both cases, the donor atoms are provided by oxygen atoms of the tta ligands and nitrogen atoms of the L ¹ ligands.

  报道了两种新的铜(II)配合物的合成，它们与苯并咪唑类配体配位，分别为Cu(tta)₂(L¹)₂ (1)和Cu(tta)₂(L¹) (2) (其中L¹为3-(4-(1H-苯并[d]咪唑-1-基)-4-甲氧基苯基)-1-苯基丙烯酮; tta为2-硫代苯并三氟乙酮酸酯)。它们的结构通过红外光谱、元素分析和单晶X射线衍射进行了表征。1的铜(II)离子处于扭曲的八面体环境中，而2的铜(II)离子处于扭曲的方锥环境中。在两种情况下，供体原子由tta配体的氧原子和L¹配体的氮原子提供。