1-[3-(4-pyridyl)propylaminocarbonyl]imidazole | 1243599-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[3-(4-pyridyl)propylaminocarbonyl]imidazole
• 英文别名: N-(3-pyridin-4-ylpropyl)imidazole-1-carboxamide
• CAS: 1243599-64-5
• 化学式: C₁₂H₁₄N₄O
• 分子量: 230.269
• InChiKey: IWMZYYWHGHZISA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[3-(4-pyridyl)propylaminocarbonyl]imidazole 、 2-(1-adamantyl)-N-pentylethylamine 反应 1.0h， 生成 SA13353
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1,1,3-substituted urea derivatives as potent TNF-α production inhibitors

  摘要：

  A three substituted urea derivative, SA13353 (compound 1a), exhibited potent inhibitory activity against lipopolysaccharide (LPS)-induced TNF-alpha production. We focused on the 1,1-substituted moiety (R(1) and R(2)) of SA13353 and investigated substituent effects of this moiety on LPS-induced TNF-alpha production by oral administration in rats. The synthesis of the urea derivatives was performed rapidly in a one-pot manner using a manual synthesizer. Several compounds containing hydrophobic substituents at this moiety showed more potent inhibitory activities than SA13353. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.037
• 作为产物：
  描述：

  4-吡啶丙胺 、 N,N'-羰基二咪唑 以 四氢呋喃 为溶剂， 以88%的产率得到1-[3-(4-pyridyl)propylaminocarbonyl]imidazole
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1,1,3-substituted urea derivatives as potent TNF-α production inhibitors

  摘要：

  A three substituted urea derivative, SA13353 (compound 1a), exhibited potent inhibitory activity against lipopolysaccharide (LPS)-induced TNF-alpha production. We focused on the 1,1-substituted moiety (R(1) and R(2)) of SA13353 and investigated substituent effects of this moiety on LPS-induced TNF-alpha production by oral administration in rats. The synthesis of the urea derivatives was performed rapidly in a one-pot manner using a manual synthesizer. Several compounds containing hydrophobic substituents at this moiety showed more potent inhibitory activities than SA13353. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.037