1-{[1-((adamant-1-yl)methylcarbamoyl)piperidin-4-yl]methyl}-3-[(adamant-1-yl)methyl]urea | 1607795-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-{[1-((adamant-1-yl)methylcarbamoyl)piperidin-4-yl]methyl}-3-[(adamant-1-yl)methyl]urea
• 英文别名: N-(1-adamantylmethyl)-4-[(1-adamantylmethylcarbamoylamino)methyl]piperidine-1-carboxamide
• CAS: 1607795-34-5
• 化学式: C₃₀H₄₈N₄O₂
• 分子量: 496.737
• InChiKey: VOQWFRXERPHFJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  73.5
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氨甲基哌啶 、 1-(isocyanatomethyl)adamantane 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以98%的产率得到1-{[1-((adamant-1-yl)methylcarbamoyl)piperidin-4-yl]methyl}-3-[(adamant-1-yl)methyl]urea
  参考文献：
  名称：

  Symmetric adamantyl-diureas as soluble epoxide hydrolase inhibitors

  摘要：

  A series of inhibitors of the soluble epoxide hydrolase (sEH) containing two urea groups has been developed. Inhibition potency of the described compounds ranges from 2.0 mu M to 0.4 nM. 1,6-(Hexamethylene)bis[(adamant-1-yl) urea] (3b) was found to be a potent slow tight binding inhibitor (IC50 = 0.5 nM) with a strong binding to sEH (K-i = 3.1 nM) and a moderately long residence time on the enzyme (k(off) = 1.05 x 10(-3) s(-1); t(1/2) = 11 min). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.016

文献信息

• Symmetric adamantyl-diureas as soluble epoxide hydrolase inhibitors
  作者：Vladimir Burmistrov、Christophe Morisseau、Kin Sing Stephen Lee、Diyala S. Shihadih、Todd R. Harris、Gennady M. Butov、Bruce D. Hammock

  DOI：10.1016/j.bmcl.2014.03.016

  日期：2014.5

  A series of inhibitors of the soluble epoxide hydrolase (sEH) containing two urea groups has been developed. Inhibition potency of the described compounds ranges from 2.0 mu M to 0.4 nM. 1,6-(Hexamethylene)bis[(adamant-1-yl) urea] (3b) was found to be a potent slow tight binding inhibitor (IC50 = 0.5 nM) with a strong binding to sEH (K-i = 3.1 nM) and a moderately long residence time on the enzyme (k(off) = 1.05 x 10(-3) s(-1); t(1/2) = 11 min). (C) 2014 Elsevier Ltd. All rights reserved.