1-(adamantan-1-yl)-3-[4-(benzoyloxy)phenyl]urea | 1151934-73-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 1-(adamantan-1-yl)-3-[4-(benzoyloxy)phenyl]urea
• 英文别名: [4-(1-Adamantylcarbamoylamino)phenyl] benzoate
• CAS: 1151934-73-4
• 化学式: C₂₄H₂₆N₂O₃
• 分子量: 390.482
• InChiKey: UKXUGFZFPSWEPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(adamantan-1-yl)-3-(4-hydroxyphenyl)urea 、 苯甲酰氯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以43%的产率得到1-(adamantan-1-yl)-3-[4-(benzoyloxy)phenyl]urea
  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

文献信息

• Salicylate–urea-based soluble epoxide hydrolase inhibitors with high metabolic and chemical stabilities
  作者：Takeo Kasagami、In-Hae Kim、Hsing-Ju Tsai、Kosuke Nishi、Bruce D. Hammock、Christophe Morisseau

  DOI：10.1016/j.bmcl.2009.01.069

  日期：2009.3

  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.