4-methyl-N-(2-methylquinolin-4-yl)benzamide | 710311-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-methyl-N-(2-methylquinolin-4-yl)benzamide
• CAS: 710311-29-8
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: DTNHJCQKUQGBKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氨基喹哪啶 、 2,2-二氯-4’-甲基苯乙酮 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 8.33h， 以90%的产率得到4-methyl-N-(2-methylquinolin-4-yl)benzamide
  参考文献：
  名称：

  Synthesis and characterizations of novel quinoline derivatives having mixed ligand activities at the κ and μ receptors: Potential therapeutic efficacy against morphine dependence

  摘要：

  Based on an established 3D pharmacophore, a series of quinoline derivatives were synthesized. The opioidergic properties of these compounds were determined by a competitive binding assay using I-125-Dynorphine, H-3-DAMGO and I-125-DADLE for kappa, mu, and delta receptors, respectively. Results showed varying degree of activities of the compounds to kappa and mu opioid receptors with negligible interactions at the delta receptor. The compound, S4 was the most successful in inhibiting the two most prominent quantitative features of naloxone precipitated withdrawal symptoms - stereotyped jumping and body weight loss. Determination of IC50 of S4 revealed a greater affinity towards mu compared to kappa receptor. In conclusion, quinoline derivatives of S4 like structure offer potential tool for treatment of narcotic addictions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.024

文献信息

• Synthesis and characterizations of novel quinoline derivatives having mixed ligand activities at the κ and μ receptors: Potential therapeutic efficacy against morphine dependence
  作者：Ishani Deb、Priyankar Paira、Abhijit Hazra、Sukdeb Banerjee、Pradip Kumar Dutta、Nirup Bikash Mondal、Sumantra Das

  DOI：10.1016/j.bmc.2009.07.024

  日期：2009.8

  Based on an established 3D pharmacophore, a series of quinoline derivatives were synthesized. The opioidergic properties of these compounds were determined by a competitive binding assay using I-125-Dynorphine, H-3-DAMGO and I-125-DADLE for kappa, mu, and delta receptors, respectively. Results showed varying degree of activities of the compounds to kappa and mu opioid receptors with negligible interactions at the delta receptor. The compound, S4 was the most successful in inhibiting the two most prominent quantitative features of naloxone precipitated withdrawal symptoms - stereotyped jumping and body weight loss. Determination of IC50 of S4 revealed a greater affinity towards mu compared to kappa receptor. In conclusion, quinoline derivatives of S4 like structure offer potential tool for treatment of narcotic addictions. (C) 2009 Elsevier Ltd. All rights reserved.