4-{3-[4-(4-fluoro-phenoxy)-cyclohexyl]-ureido}-benzoic acid methyl ester | 916489-82-2

• 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: 4-{3-[4-(4-fluoro-phenoxy)-cyclohexyl]-ureido}-benzoic acid methyl ester
• CAS: 916489-82-2
• 化学式: C₂₁H₂₃FN₂O₄
• 分子量: 386.423
• InChiKey: LQCBKHAUABSQEX-IZAXUBKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-{3-[4-(4-fluoro-phenoxy)-cyclohexyl]-ureido}-benzoic acid methyl ester 在 lithium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 以60%的产率得到
  参考文献：
  名称：

  Solid-phase combinatorial approach for the optimization of soluble epoxide hydrolase inhibitors

  摘要：

  A 192-member library of N,N'-disubstituted urea inhibitors was synthesized by a solid-phase method. The ureas were tested for their inhibitory activities against recombinant human soluble epoxide hydrolase. Simple carbocyclic or paralmeta-substituted phenyl groups showed inhibition potencies that were equal to or greater than adamantane-based sEH inhibitors, while the presence of bulky or ionizable groups close to the urea group dramatically decreased their activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.078
• 作为产物：
  描述：

  cis-2-[4-(4-fluoro-phenoxy)-cyclohexyl]-isoindole-1,3-dione 在 一水合肼 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 4-{3-[4-(4-fluoro-phenoxy)-cyclohexyl]-ureido}-benzoic acid methyl ester
  参考文献：
  名称：

  Solid-phase combinatorial approach for the optimization of soluble epoxide hydrolase inhibitors

  摘要：

  A 192-member library of N,N'-disubstituted urea inhibitors was synthesized by a solid-phase method. The ureas were tested for their inhibitory activities against recombinant human soluble epoxide hydrolase. Simple carbocyclic or paralmeta-substituted phenyl groups showed inhibition potencies that were equal to or greater than adamantane-based sEH inhibitors, while the presence of bulky or ionizable groups close to the urea group dramatically decreased their activities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.078

文献信息

• Solid-phase combinatorial approach for the optimization of soluble epoxide hydrolase inhibitors
  作者：Sung Hee Hwang、Christophe Morisseau、Zung Do、Bruce D. Hammock

  DOI：10.1016/j.bmcl.2006.08.078

  日期：2006.11

  A 192-member library of N,N'-disubstituted urea inhibitors was synthesized by a solid-phase method. The ureas were tested for their inhibitory activities against recombinant human soluble epoxide hydrolase. Simple carbocyclic or paralmeta-substituted phenyl groups showed inhibition potencies that were equal to or greater than adamantane-based sEH inhibitors, while the presence of bulky or ionizable groups close to the urea group dramatically decreased their activities. (c) 2006 Elsevier Ltd. All rights reserved.