N-(4-hydroxybenzoyl)imidazole

• 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: N-(4-hydroxybenzoyl)imidazole
• 英文别名: (4-hydroxyphenyl)-imidazol-1-ylmethanone
• 化学式: C₁₀H₈N₂O₂
• 分子量: 188.186
• InChiKey: AGCOMQZEZVTRBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-hydroxybenzoyl)imidazole 在 一水合肼 作用下， 反应 0.02h， 生成 4-羟基苯甲酰肼
  参考文献：
  名称：

  Khan, Khalid Mohammed; Salar, Uzma; Fakhri, Muhammad Imran, Letters in Organic Chemistry, 2015, vol. 12, # 9, p. 637 - 644

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N'-羰基二咪唑 、 对羟基苯甲酸 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.01h， 生成 N-(4-hydroxybenzoyl)imidazole
  参考文献：
  名称：

  Khan, Khalid Mohammed; Salar, Uzma; Fakhri, Muhammad Imran, Letters in Organic Chemistry, 2015, vol. 12, # 9, p. 637 - 644

  摘要：

  DOI：

文献信息

• Synthesis and evaluation of human phosphodiesterases (PDE) 5 inhibitor analogs as trypanosomal PDE inhibitors. Part 1. Sildenafil analogs
  作者：Cuihua Wang、Trent D. Ashton、Alden Gustafson、Nicholas D. Bland、Stefan O. Ochiana、Robert K. Campbell、Michael P. Pollastri

  DOI：10.1016/j.bmcl.2012.01.119

  日期：2012.4

  Parasitic diseases, such as African sleeping sickness, have a significant impact on the health and wellbeing in the poorest regions of the world. Pragmatic drug discovery efforts are needed to find new therapeutic agents. In this Letter we describe target repurposing efforts focused on trypanosomal phosphodiesterases. We outline the synthesis and biological evaluation of analogs of sildenafil (1), a human PDE5 inhibitor, for activities against trypanosomal PDEB1 (TbrPDEB1). We find that, while low potency analogs can be prepared, this chemical class is a sub-optimal starting point for further development of TbrPDE inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.
• Study of the Reaction of Hydroxybenzoyl Chlorides and Their Derivatives with Imidazole
  作者：A. K. Brel’、S. V. Lisina

  DOI：10.1134/s1070428019050026

  日期：2019.5

  The reaction of hydroxybenzoyl chlorides with imidazole was studied on an example of the Schotten-Baumann reaction of salicyloyl and acetylsalicyloyl chlorides with imidazole, which, according to soe published data, can take two different ways. It was shown that the Schotten-Baumann reaction with imidazole involves imidazole ring opening (Bamberger cleavage) to form l,2-bis(salicyloylamino)ethylene and l,2-bis(acetylsalicyloylamino)ethylene rather than N-salicyloylimidazole and N-acetylsalicyloylimidazole. N-Hydroxybenzoylimidazoles were synthesized by the reaction of hydroxybenzoyl chlorides (and derivatives) with a double excess of imidazole in an aprotic solvent (chloroform, benzene, or diethyl ether) at room temperature. The highest yields (about 80%) of N-hydroxybenzoylimidazoles were obtained in chloroform. Some of the newly synthesized compounds were tested for psychotropic (open field and passive avoidance response tests) and analgesic activities (vocalization threshold test). The best results were obtained with N-(2-hydroxybenzoyl)imidazole, which showed an evident analgesic activity, and, therewith, the motor score and oriented exploratory activity parameters were higher than in the control group.
• Khan, Khalid Mohammed; Salar, Uzma; Fakhri, Muhammad Imran, Letters in Organic Chemistry, 2015, vol. 12, # 9, p. 637 - 644
  作者：Khan, Khalid Mohammed、Salar, Uzma、Fakhri, Muhammad Imran、Taha, Muhammad、Hameed, Abdul、Perveen, Shahnaz、Voelter, Wolfgang

  DOI：——

  日期：——