benzimidazolide | 32178-55-5

• 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: benzimidazolide
• 英文别名: benzimidazol-1-ide
• CAS: 32178-55-5
• 化学式: C₇H₅N₂
• 分子量: 117.13
• InChiKey: KLTWGRFNJPLFDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (CO)5Cr=W(SMe)Ph 、 benzimidazolide 在 sodium perchlorate 作用下， 以 甲醇 为溶剂， 生成 [(CO)5W(C(benzimidazolyl)Ph)]
  参考文献：
  名称：

  Transition metal carbene chemistry7: Nucleophilic substitution reactions of imidazolide and benzimidazolide ions with Fischer carbene complexes in MeOH

  摘要：

  Rate constants for the nucleophilic substitution reactions of imidazolide (IZ(-)) and benzimidazolide (BIZ(-)) ions with 4-Cr-Z and 5 in MeOH at 25 degrees C are reported and Hammett rho values are evaluated to be 1.50 +/- 0.10 and 1.51 +/- 0.08 for 4-Cr-Z-IZ(-) and 4-Cr-Z-BIZ(-) reactions, respectively. The comparable reactivity and also almost identical rho values for these reactions indicate that there is no difference in sensitivity towards electronic effects due to slightly bigger size of BIZ(-) over IZ(-) and bond formation at the transition states are equally progressed. The higher rho values for these reactions compared to those with a wide range of nucleophiles may arise mainly due to lower polarity of the solvent MeOH which enhances the requirement for stabilization of the negative charge in the transition state by the Z-substituents. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.02.047

文献信息

• Combatting AMR: A molecular approach to the discovery of potent and non-toxic rhenium complexes active against C. albicans-MRSA co-infection
  作者：Sara Nasiri Sovari、Natasa Radakovic、Paul Roch、Aurélien Crochet、Aleksandar Pavic、Fabio Zobi

  DOI：10.1016/j.ejmech.2021.113858

  日期：2021.12

  compounds with non-classical mechanisms of action. Metal complexes are an untapped source of antibiotic potential owing to unique modes of action and a wider range of three-dimensional geometries as compared to purely organic compounds. In this study, we present the antimicrobial and antifungal efficacy of a family of rhenium tricarbonyl diimine complexes with varying ligands, charge and lipophilicity. Our

  抗菌素耐药性 (AMR) 是对公共卫生的主要新兴威胁，在成功预防和治疗持续性疾病方面造成严重问题。尽管问题不断升级，但缺乏经济激励已导致大型制药公司中断其抗生素药物发现计划。世界卫生组织 (WHO) 呼吁在传统开发途径之外寻求新的解决方案，重点是具有非经典作用机制的新型活性化合物。与纯有机化合物相比，金属配合物是一种尚未开发的抗生素潜力来源，因为它具有独特的作用模式和更广泛的三维几何形状。在这项研究中，我们展示了具有不同配体的铼三羰基二亚胺配合物家族的抗菌和抗真菌功效，电荷和亲油性。我们的研究允许鉴定有效且无毒的活性复合物体内抗金黄色葡萄球菌感染，MIC 剂量低至 300 ng/mL，以及抗白色念珠菌-MRSA 混合感染。这些化合物能够抑制白色念珠菌形态发生酵母到菌丝的转变，根除真菌-金黄色葡萄球菌的共感染，同时没有显示出心脏、肝脏、血液毒性或致畸性的迹象。
• Niyazymbetov, Murat E.; Rongfeng, Zhou; Evans, Dennis H., Journal of the Chemical Society. Perkin transactions II, 1996, # 9, p. 1957 - 1962
  作者：Niyazymbetov, Murat E.、Rongfeng, Zhou、Evans, Dennis H.

  DOI：——

  日期：——
• KATRITZKY A. R.; BELTRAMI H.; KEAY J. G.; ROGERS D. N.; SAMMES M. P.; LEU+, ANGEW. CHEM., 1979, 91, NO 10, 856-857
  作者：KATRITZKY A. R.、 BELTRAMI H.、 KEAY J. G.、 ROGERS D. N.、 SAMMES M. P.、 LEU+

  DOI：——

  日期：——
• Transition metal carbene chemistry7: Nucleophilic substitution reactions of imidazolide and benzimidazolide ions with Fischer carbene complexes in MeOH
  作者：Supriya Biswas、Mahammad Ali

  DOI：10.1016/j.jorganchem.2007.02.047

  日期：2007.6

  Rate constants for the nucleophilic substitution reactions of imidazolide (IZ(-)) and benzimidazolide (BIZ(-)) ions with 4-Cr-Z and 5 in MeOH at 25 degrees C are reported and Hammett rho values are evaluated to be 1.50 +/- 0.10 and 1.51 +/- 0.08 for 4-Cr-Z-IZ(-) and 4-Cr-Z-BIZ(-) reactions, respectively. The comparable reactivity and also almost identical rho values for these reactions indicate that there is no difference in sensitivity towards electronic effects due to slightly bigger size of BIZ(-) over IZ(-) and bond formation at the transition states are equally progressed. The higher rho values for these reactions compared to those with a wide range of nucleophiles may arise mainly due to lower polarity of the solvent MeOH which enhances the requirement for stabilization of the negative charge in the transition state by the Z-substituents. (C) 2007 Elsevier B.V. All rights reserved.