7-amino-1-(propylsulfonyl)-1,2,3,4-tetrahydroquinoline | 927996-58-5

• 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: 7-amino-1-(propylsulfonyl)-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-(Propylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-amine；1-propylsulfonyl-3,4-dihydro-2H-quinolin-7-amine
• CAS: 927996-58-5
• 化学式: C₁₂H₁₈N₂O₂S
• 分子量: 254.353
• InChiKey: ISNGGYIYUZKXCU-UHFFFAOYSA-N

物化性质

• 沸点：
  444.5±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-amino-1-(propylsulfonyl)-1,2,3,4-tetrahydroquinoline 、 对联苯磺酰氯 在 吡啶 作用下， 反应 6.17h， 以77%的产率得到N-(1-(propylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-yl)-[1,1'-biphenyl]-4-sulfonamide
  参考文献：
  名称：

  Facile Synthesis and Preliminary Structure–Activity Analysis of New Sulfonamides Against Trypanosoma brucei

  摘要：

  The high throughput screening of a library of over 87,000 drug-like compounds against the African sleeping sickness parasite resulted in the discovery of hits with a wide range of molecular diversity. We report here the medicinal chemistry development of one such hit, a tetrahydroisoquinoline disulfonamide, with the synthesis and testing of 26 derivatives against the trypanosome subspecies. Activities in the 2-4 mu M range were revealed with a selectivity index suitable for further development.

  DOI：

  10.1021/ml400487t
• 作为产物：
  描述：

  7-硝基-1,2,3,4-四氢喹啉 在 吡啶 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 28.34h， 生成 7-amino-1-(propylsulfonyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Facile Synthesis and Preliminary Structure–Activity Analysis of New Sulfonamides Against Trypanosoma brucei

  摘要：

  The high throughput screening of a library of over 87,000 drug-like compounds against the African sleeping sickness parasite resulted in the discovery of hits with a wide range of molecular diversity. We report here the medicinal chemistry development of one such hit, a tetrahydroisoquinoline disulfonamide, with the synthesis and testing of 26 derivatives against the trypanosome subspecies. Activities in the 2-4 mu M range were revealed with a selectivity index suitable for further development.

  DOI：

  10.1021/ml400487t