4-(2-(4-fluorophenyl)-8-methyl-imidazo[1,2-a]pyridin-3-yl)-6-p-tolylpyrimidin-2-amine | 1423599-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(2-(4-fluorophenyl)-8-methyl-imidazo[1,2-a]pyridin-3-yl)-6-p-tolylpyrimidin-2-amine
• 英文别名: 4-[2-(4-Fluorophenyl)-8-methylimidazo[1,2-a]pyridin-3-yl]-6-(4-methylphenyl)pyrimidin-2-amine；4-[2-(4-fluorophenyl)-8-methylimidazo[1,2-a]pyridin-3-yl]-6-(4-methylphenyl)pyrimidin-2-amine
• CAS: 1423599-47-6
• 化学式: C₂₅H₂₀FN₅
• 分子量: 409.466
• InChiKey: FJZXGLGZLAWSPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(4-fluorophenyl)-8-methylimidazo[1,2-a]pyridine-3-carbaldehyde 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 10.0h， 生成 4-(2-(4-fluorophenyl)-8-methyl-imidazo[1,2-a]pyridin-3-yl)-6-p-tolylpyrimidin-2-amine
  参考文献：
  名称：

  New imidazo[1,2-a]pyridines carrying active pharmacophores: Synthesis and anticonvulsant studies

  摘要：

  Five new series of imidazo[1,2-a]pyridines carrying biologically active pyrazoline (4a-e), cyanopyridone (5a, b), cyanopyridine (6a-f), 2-aminopyrimidine (7a-f) and pyrimidine-2-thione (8a-d) systems were designed and synthesized as prominent anticonvulsant agents. The target compounds were screened for their in vivo anticonvulsant activity following maximal electroshock (MES) and subcutaneous pentylene tetrazole (scPTZ) methods at a small test dose of 10 mg/kg. Further, Rotarod toxicity method was used to study the toxicity profile of selected compounds. Compounds 4b, 5a, 5b, 6a, 7e and 8d possessing 4-fluorophenyl substituent at 2nd position of imidazo[1,2-a]pyridine ring displayed potent anticonvulsant activity without displaying any toxicity. Enhanced activity profile was observed for new compounds in PTZ method over MES method. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.035

文献信息

• New imidazo[1,2-a]pyridines carrying active pharmacophores: Synthesis and anticonvulsant studies
  作者：Shrikanth Ulloora、Ramakrishna Shabaraya、Syed Aamir、Airody Vasudeva Adhikari

  DOI：10.1016/j.bmcl.2012.12.035

  日期：2013.3

  Five new series of imidazo[1,2-a]pyridines carrying biologically active pyrazoline (4a-e), cyanopyridone (5a, b), cyanopyridine (6a-f), 2-aminopyrimidine (7a-f) and pyrimidine-2-thione (8a-d) systems were designed and synthesized as prominent anticonvulsant agents. The target compounds were screened for their in vivo anticonvulsant activity following maximal electroshock (MES) and subcutaneous pentylene tetrazole (scPTZ) methods at a small test dose of 10 mg/kg. Further, Rotarod toxicity method was used to study the toxicity profile of selected compounds. Compounds 4b, 5a, 5b, 6a, 7e and 8d possessing 4-fluorophenyl substituent at 2nd position of imidazo[1,2-a]pyridine ring displayed potent anticonvulsant activity without displaying any toxicity. Enhanced activity profile was observed for new compounds in PTZ method over MES method. (c) 2012 Elsevier Ltd. All rights reserved.