methyl 4-(3-adamantan-1-ylureido)benzoate | 438479-79-9

• 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: methyl 4-(3-adamantan-1-ylureido)benzoate
• 英文别名: Methyl 4-(1-adamantylcarbamoylamino)benzoate
• CAS: 438479-79-9
• 化学式: C₁₉H₂₄N₂O₃
• 分子量: 328.411
• InChiKey: AVRGLJNYANHKDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(3-adamantan-1-ylureido)benzoate 在 sodium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 生成 4-(3-adamantan-1-ylureido)benzoic acid
  参考文献：
  名称：

  Salicylate–urea-based soluble epoxide hydrolase inhibitors with high metabolic and chemical stabilities

  摘要：

  We investigated N-adamantyl-N'-phenyl urea derivatives as simple sEH inhibitors. Salicylate ester derivatives have high inhibitory activities against human sEH, while the free benzoic acids are less active. The methyl salicylate derivative is a potent sEH inhibitor, which also has high metabolic and chemical stabilities; suggesting that such inhibitors are potential lead molecule for bioactive compounds acting in vivo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.069
• 作为产物：
  描述：

  异氰酸1-金刚烷酯 、 4-氨基苯甲酸甲酯 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以45%的产率得到methyl 4-(3-adamantan-1-ylureido)benzoate
  参考文献：
  名称：

  Salicylate–urea-based soluble epoxide hydrolase inhibitors with high metabolic and chemical stabilities

  摘要：

  We investigated N-adamantyl-N'-phenyl urea derivatives as simple sEH inhibitors. Salicylate ester derivatives have high inhibitory activities against human sEH, while the free benzoic acids are less active. The methyl salicylate derivative is a potent sEH inhibitor, which also has high metabolic and chemical stabilities; suggesting that such inhibitors are potential lead molecule for bioactive compounds acting in vivo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.069