S-(1H-benzimidazol-2-yl)methyl N,N-diethyldithiocarbamate | 6017-15-8

• 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: S-(1H-benzimidazol-2-yl)methyl N,N-diethyldithiocarbamate
• 英文别名: diethyl S-(1H-benzimidazol-2-yl)metyl dithiocarbamate；S-(1H-benzimidazol-2-yl)methyl dithiocarbamate；diethyl-dithiocarbamic acid 1H-benzoimidazol-2-ylmethyl ester；Diaethyldithiocarbamidsaeure-；2--benzimidazol；2-Benzimidazolylmethyl diethyldithiocarbamate；1H-benzimidazol-2-ylmethyl N,N-diethylcarbamodithioate
• CAS: 6017-15-8
• 化学式: C₁₃H₁₇N₃S₂
• 分子量: 279.43
• InChiKey: IGYJFMGTIQDXMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-4'-硝基苯乙酮 、 S-(1H-benzimidazol-2-yl)methyl N,N-diethyldithiocarbamate 在 2,4-二甲基吡啶 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 以60%的产率得到[1-[2-(4-nitrophenyl)-2-oxoethyl]benzimidazol-2-yl]methyl N,N-diethylcarbamodithioate
  参考文献：
  名称：

  2-(氯甲基)-1H-苯并咪唑新型咪唑的合成及杀菌活性

  摘要：

  通过 2-氯甲基苯并咪唑 1 与二硫代氨基甲酸酯、嘧啶-2-硫酮、苯酚衍生物以及主要芳香族化合物的反应，合成了一系列取代的 2-硫甲基苯并咪唑 2-4、2-苯氧基-甲基苯并咪唑 5 和 2-氨基甲基苯并咪唑 6 和 7。和杂环胺，分别。筛选了大多数合成的化合物对 B. sinerea、F. solani、R. solani 和真菌的抗真菌活性。一些测试化合物在 200-1000 ppm 的浓度范围内显示出对真菌生长的 100% 抑制。

  DOI：

  10.1080/104265090970241
• 作为产物：
  描述：

  邻苯二胺 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 S-(1H-benzimidazol-2-yl)methyl N,N-diethyldithiocarbamate
  参考文献：
  名称：

  Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents

  摘要：

  A series of novel dithiocarbamates with benzimidazole and chalcone scaffold have been designed synthesised and evaluated for their antimitotic activity. Compounds 4c and 9d display the most promising antimitotic activity with IC50 of 1.66 mu M and 1.52 mu M respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.018

文献信息

• Synthesis and anti-fungicidal activity of some transition metal complexes with benzimidazole dithiocarbamate ligand
  作者：Gehad G. Mohamed、Nasser A. Ibrahim、Hanaa A.E. Attia

  DOI：10.1016/j.saa.2008.10.051

  日期：2009.4

  Seven transition metal complexes of benzimidazole ligand (HL) are reported and characterized based on elemental analyses, IR. solid reflectance, magnetic moment, molar conductance and thermal analyses (TGA and DTA). From the obtained data, the complexes were proposed to have the general formulae [MX2(HL)(H2O)]center dot yH(2)O, where M = Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Cr(III); X = Cl-, SO42- and y = 0-4. The molar conductance data revealed that all the metal chelates were non-electrolytes. From the magnetic and solid reflectance spectra, it was found that the geometrical structure of these complexes is octahedral. The thermal behaviour of these chelates showed that the hydrated complexes loss water molecules of hydration in the first step followed immediately by decomposition of the anions and ligand molecules in the subsequent steps. Fungicidal activity of the prepared complexes and free ligand was evaluated against three soil borne fungi. Data obtained showed the higher biological activity of the prepared complexes than the parent Schiff base ligand. Formulation of the most potent complex was carried out in the form of 25% WP. Fungicidal activity of the new formulation was evaluated and compared with the standard fungicide Pencycuron (Monceren 25% WP). In most cases, the new formulation possessed higher fungicidal activity than the standard fungicide under the laboratory conditions. (c) 2008 Elsevier B.V. All rights reserved.
• Tangeda, Saritha Jyostna; Garlapati, Achaiah, Indian Journal of Heterocyclic Chemistry, 2011, vol. 21, # 1, p. 19 - 22
  作者：Tangeda, Saritha Jyostna、Garlapati, Achaiah

  DOI：——

  日期：——
• Synthesis and Fungicidal Activity of New Imidazoles from 2-(Chloromethyl)-1<i>H</i>-benzimidazole
  作者：H. M. F. Madkour、A. A. Farag、S. Sh. Ramses、N. A. A. Ibrahiem

  DOI：10.1080/104265090970241

  日期：2006.2

  A series of substituted 2-thiomethylbenzimidazoles 2–4, 2-phenoxy-methylbenzimidazoles 5 and 2-aminomethylbenzimidazoles 6 and 7 were synthesized by reactions of 2-chloromethylbenzimidazole 1 with dithiocarbamate, pyrimidine-2-thiones, phenol derivatives, as well as primary aromatic and heterocyclic amines, respectively. Most of the synthesized compounds were screened for their antifungal activity

  通过 2-氯甲基苯并咪唑 1 与二硫代氨基甲酸酯、嘧啶-2-硫酮、苯酚衍生物以及主要芳香族化合物的反应，合成了一系列取代的 2-硫甲基苯并咪唑 2-4、2-苯氧基-甲基苯并咪唑 5 和 2-氨基甲基苯并咪唑 6 和 7。和杂环胺，分别。筛选了大多数合成的化合物对 B. sinerea、F. solani、R. solani 和真菌的抗真菌活性。一些测试化合物在 200-1000 ppm 的浓度范围内显示出对真菌生长的 100% 抑制。
• Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents
  作者：Keerthana Bacharaju、Swathi Reddy Jambula、Sreekanth Sivan、Saritha JyostnaTangeda、Vijjulatha Manga

  DOI：10.1016/j.bmcl.2012.03.018

  日期：2012.5

  A series of novel dithiocarbamates with benzimidazole and chalcone scaffold have been designed synthesised and evaluated for their antimitotic activity. Compounds 4c and 9d display the most promising antimitotic activity with IC50 of 1.66 mu M and 1.52 mu M respectively. (C) 2012 Elsevier Ltd. All rights reserved.