Tert-butyl 4-(cycloheptylcarbamoyl)piperidine-1-carboxylate | 1329070-71-4

• 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: Tert-butyl 4-(cycloheptylcarbamoyl)piperidine-1-carboxylate
• CAS: 1329070-71-4
• 化学式: C₁₈H₃₂N₂O₃
• 分子量: 324.464
• InChiKey: VFXZLGDETRIFKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-(cycloheptylcarbamoyl)piperidine-1-carboxylate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 N-cycloheptyl-1-[4-(trifluoromethyl)phenyl]sulfonylpiperidine-4-carboxamide
  参考文献：
  名称：

  Design, synthesis and evaluation of non-urea inhibitors of soluble epoxide hydrolase

  摘要：

  Inhibition of soluble epoxide hydrolase (sEH) has been proposed as a new pharmaceutical approach for treating hypertension and vascular inflammation. The most potent sEH inhibitors reported in literature to date are urea derivatives. However, these compounds have limited pharmacokinetic profiles. We investigated non-urea amide derivatives as sEH inhibitors and identified a potent human sEH inhibitor 14-34 having potency comparable to urea-based inhibitors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.10.074
• 作为产物：
  描述：

  环庚胺 、 1-Boc-4-哌啶甲酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以68%的产率得到Tert-butyl 4-(cycloheptylcarbamoyl)piperidine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis and evaluation of non-urea inhibitors of soluble epoxide hydrolase

  摘要：

  Inhibition of soluble epoxide hydrolase (sEH) has been proposed as a new pharmaceutical approach for treating hypertension and vascular inflammation. The most potent sEH inhibitors reported in literature to date are urea derivatives. However, these compounds have limited pharmacokinetic profiles. We investigated non-urea amide derivatives as sEH inhibitors and identified a potent human sEH inhibitor 14-34 having potency comparable to urea-based inhibitors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.10.074

文献信息

• Novel benzoxazole inhibitors of mPGES-1
  作者：Natasha Kablaoui、Snahel Patel、Jay Shao、Douglas Demian、Keith Hoffmaster、Francioise Berlioz、Michael L. Vazquez、William M. Moore、Richard A. Nugent

  DOI：10.1016/j.bmcl.2012.10.040

  日期：2013.2

  A novel series of potent benzoxazole mPGES-1 inhibitors has been derived from a hit from a high throughput screen. Compound 37 displays mPGES-1 inhibition in an enzyme assay (0.018 mu M) and PGE-2 inhibition in a cell-based assay (0.034 mu M). It demonstrates 500- and 2500-fold selectivity for mPGES-1 over COX-2 and 6-keto PGF-1 alpha, respectively. In vivo PK studies in dogs demonstrate 55% oral bioavailability and an 7 h half-life. (c) 2012 Elsevier Ltd. All rights reserved.