2-(5-propyl-1H-imidazol-2-yl)quinoline | 656257-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(5-propyl-1H-imidazol-2-yl)quinoline
• CAS: 656257-34-0
• 化学式: C₁₅H₁₅N₃
• 分子量: 237.304
• InChiKey: PYUCRXUIMHVACK-UHFFFAOYSA-N

物化性质

• 沸点：
  477.5±20.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.57
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(5-propyl-1H-imidazol-2-yl)quinoline 在 platinum(IV) oxide N-甲基吗啉 、 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 {(S)-1-Methyl-2-oxo-2-[2-(4-propyl-1H-imidazol-2-yl)-3,4-dihydro-2H-quinolin-1-yl]-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Tripeptidyl-peptidase II (TPP II) inhibitory activity of ( S )-2,3-dihydro-2-(1 H -imidazol-2-yl)-1 H -indoles, a systematic SAR evaluation. Part 2

  摘要：

  We have systematically explored the structure-activity relationship (SAR) for a series of compounds 2 as inhibitors of tripeptidyl-peptidase II (TPP II), a serine protease responsible for the degradation of cholecystokinin-8 (CCK-8). This SAR evaluation of the core structure 2 suggest a fairly restrictive pharmacophore for such related structures, but has yielded a limited set of compounds (2b, 2c, 2d, 2s, and 2t) with potent TPP II inhibitory activity (IC50 4-11 nM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.014
• 作为产物：
  描述：

  2-氰基喹啉 、 1-氨基-2-戊酮盐酸盐 在 sodium 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以40%的产率得到2-(5-propyl-1H-imidazol-2-yl)quinoline
  参考文献：
  名称：

  Tripeptidyl-peptidase II (TPP II) inhibitory activity of ( S )-2,3-dihydro-2-(1 H -imidazol-2-yl)-1 H -indoles, a systematic SAR evaluation. Part 2

  摘要：

  We have systematically explored the structure-activity relationship (SAR) for a series of compounds 2 as inhibitors of tripeptidyl-peptidase II (TPP II), a serine protease responsible for the degradation of cholecystokinin-8 (CCK-8). This SAR evaluation of the core structure 2 suggest a fairly restrictive pharmacophore for such related structures, but has yielded a limited set of compounds (2b, 2c, 2d, 2s, and 2t) with potent TPP II inhibitory activity (IC50 4-11 nM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.014