2-(1H-imidazol-2-ylmethylidene)hydrazinecarbothioamide | 33543-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1H-imidazol-2-ylmethylidene)hydrazinecarbothioamide
• 英文别名: Imidazole-2-carboxaldehyde-thiosemicarbazone；imidazole-2-carbaldehyde thiosemicarbazone；1H-imidazole-2-carbaldehyde thiosemicarbazone；Hydrazinecarbothioamide, 2-(1H-imidazol-2-ylmethylene)-；(1H-imidazol-2-ylmethylideneamino)thiourea
• CAS: 33543-86-1
• 化学式: C₅H₇N₅S
• 分子量: 169.21
• InChiKey: MGVNOHJINNHTHH-UHFFFAOYSA-N

物化性质

• 沸点：
  404.5±28.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1H-imidazol-2-ylmethylidene)hydrazinecarbothioamide 在 air 作用下， 以 甲醇 、 乙醇 、 氯仿 为溶剂， 生成 [Co(III)(imidazole-2-carbaldehyde thiosemicarbazone monoanion)2]Cl*2H2O
  参考文献：
  名称：

  Cobalt and nickel complexes of versatile imidazole- and pyrrole-2-carbaldehyde thiosemicarbazones. Synthesis, characterisation and antimicrobial activity

  摘要：

  Ni(II), Co(II) and Co(III) complexes of imidazole- and pyrrole-2-carbaldehyde thiosemicarbazone ligands (H2L1 and H2L2, respectively) have been prepared. The X-ray crystal structures of [Co(L-1)(HL1)], [Ni(H2L1)(2)]Cl-2.3.5H(2)O and [Ni(HL2)(2)] have been solved. The Co(III) ion assumes a slightly distorted octahedral coordination geometry, involving both N2S binding domain of di- and monoanionic ligand molecules. Whereas in [Ni(HL2)(2)] the metal ion is tetracoordinated in a square planar geometry by two pyrrole-2-carbaldehyde thiosemicarbazone molecules acting as NS-donor, the spatial array of non deprotonated H2L1 ligand molecules in [Ni(H2L1)(2)]Cl-2.3.5H(2)O is equivalent to that found for [Co(L-1)(HL1)]. The in vitro antimicrobial properties of the ligands and their complexes were tested against representative bacterial and fungal strains in broth culture. The compounds H2L2 and [Co(L-2)(HL2)(H2L2)].1.5H(2)O exhibit a moderate inhibitory effect on the microbial proliferation and only against some Gram positive bacteria. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.02.013
• 作为产物：
  描述：

  氨基硫脲 、 2-咪唑甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 25.0h， 以80%的产率得到2-(1H-imidazol-2-ylmethylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 2-(1H-imidazol-2-ylmethylidene)hydrazinyl- 1,3-thiazoles as potential antimicrobial agents

  摘要：

  摘要：本文介绍了九种新型咪唑基噻唑类化合物的合成、表征和抗菌活性研究。利用1H核磁共振、13C核磁共振和元素分析确定了它们的结构。化合物3e和3i表现出很强或强的抑菌或杀菌活性[最小杀菌浓度/最小抑菌浓度（MIC）=2-64]，对金黄色葡萄球菌属（MIC=7.81-15.62 μg/mL）、黄色葡萄球菌ATCC 10240（MIC=1.95-3.91 μg/mL）和杆菌属（MIC=3.91-15.62 μg/mL）具有活性。化合物3e和3i还显示出对属于念珠菌属的参考菌株具有最高的真菌杀灭效果（最小真菌杀灭浓度/MIC=2-4），MIC范围从3.91到31.25 μg/mL。

  DOI：

  10.1515/hc-2014-0194