7-amino-1-(thiophen-2-ylsulfonyl)-1,2,3,4-tetrahydroquinoline | 927996-64-3

• 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-(thiophen-2-ylsulfonyl)-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-(2-Thienylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-amine；1-thiophen-2-ylsulfonyl-3,4-dihydro-2H-quinolin-7-amine
• CAS: 927996-64-3
• 化学式: C₁₃H₁₄N₂O₂S₂
• 分子量: 294.398
• InChiKey: JZPXTYFWKIBCBC-UHFFFAOYSA-N

物化性质

• 沸点：
  517.2±60.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-amino-1-(thiophen-2-ylsulfonyl)-1,2,3,4-tetrahydroquinoline 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 6.17h， 以65%的产率得到4-methyl-N-(1-(thiophen-2-ylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-yl) benzenesulfonamide
  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-nitro-1-(thiophen-2-ylsulfonyl)-1,2,3,4-tetrahydroquinoline 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 6.17h， 以84%的产率得到7-amino-1-(thiophen-2-ylsulfonyl)-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