(Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile | 617690-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile
• 英文别名: (z)-3-(1-Imidazolyl)-2-phenylpropenenitrile；(Z)-3-imidazol-1-yl-2-phenylprop-2-enenitrile
• CAS: 617690-72-9
• 化学式: C₁₂H₉N₃
• 分子量: 195.224
• InChiKey: GKYGVHQHHZCMCX-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile 、 zinc(II) acetate dihydrate 以 乙腈 为溶剂， 以80%的产率得到[zinc(II)((Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile)2(acetate)2]*2H2O
  参考文献：
  名称：

  Synthesis and antimicrobial activity of (Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile and its metal complexes: X-ray crystal structures of the Zn(II) and Ag(I) complexes

  摘要：

  (Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile (imppn) reacts with Cu(ClO4)(2).6H(2)O, Zn(CH3CO2)(2).2H(2)O and AgClO4 producing [Cu(imppn)(4)](ClO4)(2).H2O (1), [Zn(imppn)(2)(CH3CO2)(2)].2H(2)O (2) and [Ag-2(imppn)(4)(ClO4)(2)] (3), respectively. Complexes 2 and 3 were characterised by X-ray crystallography. In 2 the metal lies in a pseudo-tetrahedral environment and is ligated by the imine nitrogens of two imppn ligands and an oxygen atom from each of two monodentate acetate anions. In the dimeric Ag(I) complex 3 each metal is coordinated to the imine nitrogens of two imppn ligands in an almost linear fashion and the two [Ag(imppn)(2)](+) units are linked by an Ag-Ag bond, supported by two trans bridging bidentate perchlorate groups and by pi-pi interactions between the ligands. In vitro tests on the ability of the compounds to inhibit the growth of the pathogenic yeast Candida albicans showed that imppn and its metal complexes were markedly less effective than the prescription drug, ketoconazole. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(03)00284-5

文献信息

• Synthesis and antimicrobial activity of (Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile and its metal complexes: X-ray crystal structures of the Zn(II) and Ag(I) complexes
  作者：Malachy McCann、Barry Coyle、John Briody、Francis Bass、Neil O'Gorman、Michael Devereux、Kevin Kavanagh、Vickie McKee

  DOI：10.1016/s0277-5387(03)00284-5

  日期：2003.6

  (Z)-3-(1H-imidazol-1-yl)-2-phenylpropenenitrile (imppn) reacts with Cu(ClO4)(2).6H(2)O, Zn(CH3CO2)(2).2H(2)O and AgClO4 producing [Cu(imppn)(4)](ClO4)(2).H2O (1), [Zn(imppn)(2)(CH3CO2)(2)].2H(2)O (2) and [Ag-2(imppn)(4)(ClO4)(2)] (3), respectively. Complexes 2 and 3 were characterised by X-ray crystallography. In 2 the metal lies in a pseudo-tetrahedral environment and is ligated by the imine nitrogens of two imppn ligands and an oxygen atom from each of two monodentate acetate anions. In the dimeric Ag(I) complex 3 each metal is coordinated to the imine nitrogens of two imppn ligands in an almost linear fashion and the two [Ag(imppn)(2)](+) units are linked by an Ag-Ag bond, supported by two trans bridging bidentate perchlorate groups and by pi-pi interactions between the ligands. In vitro tests on the ability of the compounds to inhibit the growth of the pathogenic yeast Candida albicans showed that imppn and its metal complexes were markedly less effective than the prescription drug, ketoconazole. (C) 2003 Elsevier Science Ltd. All rights reserved.