5-bromo-6-chloro-N-quinolin-8-ylpyridine-3-sulfonamide

• 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: 5-bromo-6-chloro-N-quinolin-8-ylpyridine-3-sulfonamide
• 化学式: C₁₄H₉BrClN₃O₂S
• 分子量: 398.667
• InChiKey: SPXBVBKQIBKURT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-氨基喹啉 、 3-溴-2-氯吡啶-5-磺酰氯 在 吡啶 作用下， 以89%的产率得到5-bromo-6-chloro-N-quinolin-8-ylpyridine-3-sulfonamide
  参考文献：
  名称：

  Synthesis and in vitro evaluation of leishmanicidal and trypanocidal activities of N-quinolin-8-yl-arylsulfonamides

  摘要：

  In the present paper 12 N-quinolin-8-yl-arylsulfonamides synthesized by coupling 8-aminoquinolines with various arylsulfonylchlorides were assayed in vitro against Leishmania amazonensis, L. chagasi and Trypanosoma cruzi strains. This series of new compounds were found to be selective for Leishmania spp. promastigote and amastigote forms. The most active compound was the N-(8-quinolyl)-3,5-diflu. uoro-benzenesulfonamide 10 with an IC50 against L. amazonensis and L. chagasi of 2.12 and 0.45 mu M, respectively. The less cytotoxic biphenyl derivative 7 was very e. ffective against intracellular L. amazonensis with a reduction of macrophage cell infection of 82.1% at 25 mu M. In addition, a copper complex 17 of an inactive ligand was readily synthesized and showed high leishmanicidal and trypanocidal activity against both extra and intracellular forms. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.09.007