3-(1H-benzo[d]imidazol-1-ylmethyl)benzoic acid methyl ester | 562803-58-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(1H-benzo[d]imidazol-1-ylmethyl)benzoic acid methyl ester
• 英文别名: 3-Benzoimidazol-1-ylmethyl-benzoic acid methyl ester；Methyl 3-(benzimidazol-1-ylmethyl)benzoate
• CAS: 562803-58-1
• 化学式: C₁₆H₁₄N₂O₂
• 分子量: 266.299
• InChiKey: RZMOBEBTTNZBCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1H-benzo[d]imidazol-1-ylmethyl)benzoic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 3-(苯并咪唑-1-基甲基)苯甲酸
  参考文献：
  名称：

  A structure–Permeability study of small drug-like molecules

  摘要：

  A systematic structure permeability relationship study on a set of small drug-like molecules with log D values in the range -2.5 to 3 and carrying a diverse Arran of functionality reveals that the compounds with log D>0 and <3 are highly permeable. Surprisingly. several tetrazole derivatives were found to be substrates for efflux pump(s). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01035-1
• 作为产物：
  描述：

  苯并咪唑 、 3-(溴甲基)苯甲酸甲酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 3-(1H-benzo[d]imidazol-1-ylmethyl)benzoic acid methyl ester
  参考文献：
  名称：

  A structure–Permeability study of small drug-like molecules

  摘要：

  A systematic structure permeability relationship study on a set of small drug-like molecules with log D values in the range -2.5 to 3 and carrying a diverse Arran of functionality reveals that the compounds with log D>0 and <3 are highly permeable. Surprisingly. several tetrazole derivatives were found to be substrates for efflux pump(s). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01035-1

文献信息

• N-substituted-azacyclylamines as histamine-3 antagonists
  申请人：Cole Derek Cecil

  公开号：US20070219240A1

  公开（公告）日：2007-09-20

  The present invention provides a compound of formula I and the use thereof for the treatment of a central nervous system disorder related to or affected by the histamine-3 receptor.

  本发明提供了一种I式化合物及其用于治疗与或受到组胺-3受体相关的中枢神经系统疾病的用途。
• 10.1021/acsinfecdis.4c00136
  作者：Golovina, Anastasia、Proia, Eleonora、Fiorentino, Francesco、Yunin, Maxim、Kasatkina, Maria、Zigangirova, Nailya、Soloveva, Anna、Sysolyatina, Elena、Ermolaeva, Svetlana、Novikov, Roman、Silonov, Sergei、Pushkin, Sergei、Mladenović, Milan、Isakova, Julia、Belik, Albina、Nawrozkij, Maxim、Rotili, Dante、Ragno, Rino、Ivanov, Roman

  DOI：10.1021/acsinfecdis.4c00136

  日期：——

  cystathionine γ-lyase (bCSE), an enzyme essential for bacterial survival, is a promising approach to overcome antibiotic resistance. Here, we described a series of (heteroarylmethyl)benzoic acid derivatives and evaluated their ability to inhibit bCSE or its human ortholog hCSE using known bCSE inhibitor NL2 as a lead compound. Derivatives bearing the 6-bromoindole group proved to be the most active, with

  抗生素耐药性是全球最严重的健康威胁之一。因此，需要开发具有新作用机制的抗菌剂。靶向细菌胱硫醚γ-裂解酶（bCSE）是一种细菌生存所必需的酶，是克服抗生素耐药性的一种有前途的方法。在这里，我们描述了一系列（杂芳基甲基）苯甲酸衍生物，并使用已知的 bCSE 抑制剂 NL2 作为先导化合物评估了它们抑制 bCSE 或其人类直系同源物 hCSE 的能力。带有 6-溴吲哚基团的衍生物被证明是最活跃的，IC 50值在中微摩尔范围内，并且对 bCSE 的选择性高于 hCSE。此外，这些化合物均未对 HEK293T 细胞表现出明显的毒性。通过基于配体和基于结构的分子建模分析使获得的数据合理化。还发现最活跃的化合物是几种广泛使用的抗菌剂的有效辅助剂，可对抗临床相关的抗生素耐药菌株，例如金黄色葡萄球菌、肺炎克雷伯菌和铜绿假单胞菌。最有效的化合物3h和3i也显示出良好的体外吸收、分布、代谢和排泄 (ADME)
• US7820825B2
  申请人：——

  公开号：US7820825B2

  公开（公告）日：2010-10-26
• A structure–Permeability study of small drug-like molecules
  作者：Thomas Fichert、Mehran Yazdanian、John R. Proudfoot

  DOI：10.1016/s0960-894x(02)01035-1

  日期：2003.2

  A systematic structure permeability relationship study on a set of small drug-like molecules with log D values in the range -2.5 to 3 and carrying a diverse Arran of functionality reveals that the compounds with log D>0 and <3 are highly permeable. Surprisingly. several tetrazole derivatives were found to be substrates for efflux pump(s). (C) 2003 Elsevier Science Ltd. All rights reserved.