N-[2-(1H-苯并咪唑-2-基)-乙基]-苯甲酰胺 | 107313-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: N-[2-(1H-苯并咪唑-2-基)-乙基]-苯甲酰胺
• 英文名称: N-(2-(1H-benzimidazole-2-yl)ethyl)benzamide
• 英文别名: 2-(β-benzamido)ethylbenzimidazole；2-(benzamido) ethylbenzimidazole；N-[2-(1H-benzimidazol-2-yl)-ethyl]-benzamide；N-[2-(1H-Benzimidazol-2-yl)-aethyl]-benzamid；N-[2-(1H-Benzoimidazol-2-yl)-ethyl]-benzamide；N-[2-(1H-benzimidazol-2-yl)ethyl]benzamide
• CAS: 107313-47-3
• 化学式: C₁₆H₁₅N₃O
• mdl: MFCD00522697
• 分子量: 265.315
• InChiKey: YRGGTYXDASSWSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[2-(1H-苯并咪唑-2-基)-乙基]-苯甲酰胺 生成 2-(1H-苯并-2-咪唑基)-乙胺
  参考文献：
  名称：

  Sorm; Urban, Collection of Czechoslovak Chemical Communications, 1950, vol. 15, p. 196,200

  摘要：

  DOI：
• 作为产物：
  描述：

  邻苯二胺 在 盐酸 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 8.0h， 生成 N-[2-(1H-苯并咪唑-2-基)-乙基]-苯甲酰胺
  参考文献：
  名称：

  Design, synthesis, and enzyme kinetics of novel benzimidazole and quinoxaline derivatives as methionine synthase inhibitors

  摘要：

  Methionine synthase catalyzes the transfer of a methyl group from 5-methyltetrahydrofolate to homocysteine, producing methionine and tetrahydrofolate. Benzimidazole and deazatetrahydrofolates derivatives have been shown to inhibit methionine synthase by competing with the substrate 5-methyltetrahydrofolate. In this study, a novel series of substituted benzimidazoles and quinoxalines were designed and assessed for inhibitory activity against purified rat liver methionine synthase using a radiometric enzyme assay. Compounds 3g, 3j, and 5c showed the highest activity against methionine synthase (IC50: 20 mu M, 18 mu M, 9 mu M, respectively). Kinetic analysis of these compounds using Lineweaver-Burk plots revealed characteristics of mixed inhibition for 3g and 5c; and uncompetitive inhibition for 3j. Docking study into a homology model of the rat methionine synthase gave insights into the molecular determinants of the activity of this class of compounds. The identification of these drug-like inhibitors could lead the design of the next generation modulators of methionine synthase. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.052

文献信息

• Chlorotrimethylsilane-Mediated Synthesis of Functionalized 2-(2-Hydroxybenzoyl)pyrido[1,2-<i>a</i>]benzimidazoles
  作者：Dmitriy Volochnyuk、Sergey Ryabukhin、Andrey Plaskon、Andrey Tolmachev

  DOI：10.1055/s-2007-990790

  日期：2007.10

  Heating 3-formylchromone with a variety of benzimidazoles and imidazoles in N,N-dimethylformamide in the presence of chlorotrimethylsilane as a promoter and water-scavenger gave functionalized pyrido[1,2-a]benzimidazoles and imidazo[1,2-a]pyridines.

  在 N,N-二甲基甲酰胺中，以氯三甲基硅烷为促进剂和水清除剂，将 3-甲酰基色酮与多种苯并咪唑和咪唑加热，可得到官能化的吡啶并[1,2-a]苯并咪唑和咪唑并[1,2-a]吡啶。
• Effect of optimized structure and electronic properties of some benzimidazole derivatives on corrosion inhibition of mild steel in hydrochloric acid medium: Electrochemical and theoretical studies
  作者：ALOKDUT DUTTA、SUJIT SANKAR PANJA、M M NANDI、DIPANKAR SUKUL

  DOI：10.1007/s12039-015-0850-x

  日期：2015.5

  The corrosion inhibitive action of a few benzimidazole derivatives namely 2-(benzamido) ethylbenzimidazole (BAEBI), 2-(β-benzenesulphonamido) ethylbenzimidazole (BSAEBI), 2-(benzamido) methylbenzimidazole (BAMBI) and 2-(β-benzenesulphonamido) methylbenzimidazole (BSAMBI), towards mild steel in hydrochloric acid has been studied using potentiodynamic polarization and electrochemical impedance spectroscopic

  几种苯并咪唑衍生物的腐蚀抑制作用为2-（苯甲酰胺基）乙基苯并咪唑（BAEBI），2-（β-苯磺酰胺基）乙基苯并咪唑（BSAEBI），2-（苯并酰胺基）甲基苯并咪唑（BAMBI）和2-（β使用电位动力学极化和电化学阻抗谱（EIS）方法研究了在盐酸中对低碳钢的（-苯磺酰胺基）甲基苯并咪唑（BSAMBI）。结果表明，这些化合物在Temkin吸附等温线后被吸附在低碳钢表面上，并起混合型抑制剂的作用。发现抑制效率遵循以下顺序：BAEBI> BSAEBI> BAMBI> BSAMBI。可以从链长，酰胺基和磺酰胺基的相对作用，可能的结构因素，空间取向，前沿分子轨道之间的能隙，不同的固有分子参数（例如，整体硬度和柔软度）以及转移的电子数量的角度来解释此观察结果。 甲基苯并咪唑和乙基苯并咪唑的四种不同苯甲酰胺基和苯磺酰胺基衍生物对HCl的缓蚀性能取决于各种分子参数，包括链长，取代基，空间取向，前沿分子轨道之
• Chemical entities that kill senescent cells for use in treating age-related disease
  申请人：Unity Biotechnology, Inc.

  公开号：US10195213B2

  公开（公告）日：2019-02-05

  Disclosed herein are compounds that are effective for treatment of various disease states associated with senescence. The disclosed compounds can be used to eliminate senescent cells for disease treatment. The dosing of the compounds includes both single administration and regimens of cycling dosages.

  本文公开的化合物可有效治疗与衰老有关的各种疾病状态。所公开的化合物可用于消除衰老细胞以治疗疾病。化合物的给药方式包括单次给药和循环给药。
• Nandi, M. M.; Ray, Ruma, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 222 - 224
  作者：Nandi, M. M.、Ray, Ruma

  DOI：——

  日期：——
• Nandi, M. M.; Ray, Ruma; Mishra, A. K., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1987, vol. 26, # 4, p. 345 - 347
  作者：Nandi, M. M.、Ray, Ruma、Mishra, A. K.

  DOI：——

  日期：——