5-[(2-甲基-1H-苯并咪唑-1-基)甲基]-2-糠酸 | 1016763-10-2

• 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: 5-[(2-甲基-1H-苯并咪唑-1-基)甲基]-2-糠酸
• 英文名称: 5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-2-furoic acid
• 英文别名: 5-[(2-methylbenzimidazol-1-yl)methyl]furan-2-carboxylic acid
• CAS: 1016763-10-2
• 化学式: C₁₄H₁₂N₂O₃
• mdl: MFCD06444799
• 分子量: 256.261
• InChiKey: PGWJUOYOMPCBSO-UHFFFAOYSA-N

物化性质

• 沸点：
  525.6±45.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[(2-甲基-1H-苯并咪唑-1-基)甲基]-2-糠酸 在 盐酸羟胺 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 N-[(1R,2S)-2-(hydroxycarbamoyl)cyclopentyl]-5-[(2-methyl-1H-benzimidazol-1-yl)methyl]furan-2-carboxamide
  参考文献：
  名称：

  Synthesis, preliminary biological evaluation and molecular modeling of some new heterocyclic inhibitors of TACE

  摘要：

  Central heteroaryl ring analogues belonging to a series of potent hydroxamate TACE inhibitors were synthesized. The TACE inhibitory activities of these compounds were evaluated by in vitro WBA and in silico molecular modeling studies using crystal structure of human TACE. Compound 14 showed very good in vitro inhibition, supported by the in silico docking studies. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.018
• 作为产物：
  描述：

  5-(氯甲基)-2-糠酸甲酯 在 caesium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 5-[(2-甲基-1H-苯并咪唑-1-基)甲基]-2-糠酸
  参考文献：
  名称：

  Synthesis, preliminary biological evaluation and molecular modeling of some new heterocyclic inhibitors of TACE

  摘要：

  Central heteroaryl ring analogues belonging to a series of potent hydroxamate TACE inhibitors were synthesized. The TACE inhibitory activities of these compounds were evaluated by in vitro WBA and in silico molecular modeling studies using crystal structure of human TACE. Compound 14 showed very good in vitro inhibition, supported by the in silico docking studies. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.018

文献信息

• Synthesis, preliminary biological evaluation and molecular modeling of some new heterocyclic inhibitors of TACE
  作者：Prabal Sengupta、Chetan S. Puri、Hemant A. Chokshi、Chetana K. Sheth、Ajay S. Midha、Trinadha Rao Chitturi、Rajamannar Thennati、Prashant R. Murumkar、Mange Ram Yadav

  DOI：10.1016/j.ejmech.2011.09.018

  日期：2011.11

  Central heteroaryl ring analogues belonging to a series of potent hydroxamate TACE inhibitors were synthesized. The TACE inhibitory activities of these compounds were evaluated by in vitro WBA and in silico molecular modeling studies using crystal structure of human TACE. Compound 14 showed very good in vitro inhibition, supported by the in silico docking studies. (C) 2011 Elsevier Masson SAS. All rights reserved.