N1-(1H-benzo[d]imidazol-2-yl)-N2,N2-diethylethane-1,2-diamine | 46824-31-1

• 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: N1-(1H-benzo[d]imidazol-2-yl)-N2,N2-diethylethane-1,2-diamine
• 英文别名: 2-(2-Diethylamino-ethylamino)-benzimidazol；N'-(1H-benzoimidazol-2-yl)-N,N-diethyl-ethane-1,2-diamine；N,N-diethyl-N'-(1H-benzimidazol-2-yl)-ethylenediamine；N,N-Diaethyl-N'-(1H-benzimidazol-2-yl)-aethylendiamin；N-(1H-benzimidazol-2-yl)-N',N'-diethylethane-1,2-diamine
• CAS: 46824-31-1
• 化学式: C₁₃H₂₀N₄
• mdl: MFCD05258161
• 分子量: 232.329
• InChiKey: NNBHPKUSHGYYBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  44
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2,4-二氯苯氧基)甲基]环氧乙烷 、 N1-(1H-benzo[d]imidazol-2-yl)-N2,N2-diethylethane-1,2-diamine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(2,4-Dichlorophenoxy)-3-[2-[2-(diethylamino)ethylamino]benzimidazol-1-yl]propan-2-ol
  参考文献：
  名称：

  Acinetobacter baumannii OxPhos inhibitors as selective anti-infective agents

  摘要：

  The Gram-negative bacterium Acinetobacter baumannii is an opportunistic pathogen in humans and infections are poorly treated by current therapy. Recent emergence of multi-drug resistant strains and the lack of new antibiotics demand an immediate action for development of new anti-Acinetobacter agents. To this end, oxidative phosphorylation (OxPhos) was identified as a novel target for drug discovery research. Consequently, a library of similar to 10,000 compounds was screened using a membrane-based ATP synthesis assay. One hit identified was the 2-iminobenzimidazole 1 that inhibited the OxPhos of A. baumannii with a modestly high selectivity against mitochondrial OxPhos, and displayed an MIC of 25 mu M (17 mu g/mL) against the pathogen. The 2-iminobenzimidazole 1 was found to inhibit the type 1 NADH-quinone oxidoreductase (NDH-1) of A. baumannii OxPhos by a biochemical approach. Among various derivatives that were synthesized to date, des-hydroxy analog 5 is among the most active with a relatively tight SAR requirement for the N'-aminoalkyl side chain. Analog 5 also showed less cytotoxicity against NIH3T3 and HepG2 mammalian cell lines, demonstrating the potential for this series of compounds as anti-Acinetobacter agents. Additional SAR development and target validation is underway. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.020
• 作为产物：
  描述：

  2-(甲基硫代)苯并咪唑 在 potassium permanganate 、 溶剂黄146 作用下， 生成 N1-(1H-benzo[d]imidazol-2-yl)-N2,N2-diethylethane-1,2-diamine
  参考文献：
  名称：

  692.一些2-甲磺酰基-苯并恶唑的制备和反应活性

  摘要：

  DOI：

  10.1039/jr9490003311

文献信息

• Benzimidazole compounds
  申请人：Adir et Compagnie

  公开号：US05639756A1

  公开（公告）日：1997-06-17

  An antidiabetic compound selected from those of formula (I): ##STR1## wherein A, B, C, D, n, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y and Z are as defined in the description. Medicaments containing the same.

  一种从以下式子（I）中选择的抗糖尿病化合物：##STR1## 其中A、B、C、D、n、R.sub.1、R.sub.2、R.sub.3、R.sub.4、X、Y和Z的定义如说明书所述。含有该化合物的药物。
• Dérivés du benzimidazole à activité antidiabétique et antiagrégante plaquettaire
  申请人：ADIR ET COMPAGNIE

  公开号：EP0571253A1

  公开（公告）日：1993-11-24

  Dérivés de formule générale (I) : où A, B, C, D, n, R₁, R₂, R₃, R₄, X, Y, Z sont tels que définis dans la description. Médicaments.

  通式(I)的衍生物 ： 其中 A、B、C、D、n、R₁、R₂、R₃、R₄、X、Y、Z 如描述中所定义。 药物。
• ——
  作者：V. A. Anisimova、M. M. Osipova、A. A. Spasov、A. F. Turchaeva、G. P. Dudchenko、N. P. Larionov、S. G. Kovalev

  DOI：10.1023/a:1021888520874

  日期：——
• US5623073A
  申请人：——

  公开号：US5623073A

  公开（公告）日：1997-04-22
• US5639756A
  申请人：——

  公开号：US5639756A

  公开（公告）日：1997-06-17