8-(3,5-difluorophenylsulfonylamino)quinoline | 893779-53-8

• 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: 8-(3,5-difluorophenylsulfonylamino)quinoline
• 英文别名: 8-(3,5-difluorophenylsulfanylamino)quinoline；3,5-difluoro-N-(quinolin-8-yl)benzene-1-sulfonamide；3,5-difluoro-N-quinolin-8-ylbenzenesulfonamide
• CAS: 893779-53-8
• 化学式: C₁₅H₁₀F₂N₂O₂S
• 分子量: 320.319
• InChiKey: WZFBMTIWOZGMMR-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：
  67.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-(3,5-difluorophenylsulfonylamino)quinoline 、 zinc(II) chloride 在 sodium 作用下， 以 甲醇 为溶剂， 以95%的产率得到Zn(DFP SAMQ)2
  参考文献：
  名称：

  基于含硫烷基氨基的喹啉配体的新型电致发光金属配合物

  摘要：

  描述了基于在位置8上含有硫烷基氨基的喹啉配体的新型电致发光金属配合物的合成和性能。这些复合物在螯合循环中包含CNMN链，而不是传统使用的COMN链。

  DOI：

  10.1134/s1070328409040137
• 作为产物：
  描述：

  8-氨基喹啉 、 3,5-二氟苯磺酰氯 在 吡啶 作用下， 以96%的产率得到8-(3,5-difluorophenylsulfonylamino)quinoline
  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

文献信息

• ELECTROLUMINESCENT MATERIAL CONTAINING AN ORGANIC LUMINESCENT SUBSTANCE
  申请人：Yakuschenko Igor Konstantinovich

  公开号：US20090179553A1

  公开（公告）日：2009-07-16

  The invention relates to electroluminescent materials containing organic luminescent substance. The inventive novel electroluminescent material comprises an electron injecting layer, an active luminescent layer based on a luminescent substance, a hole-transport layer and a hole-injecting layer. The material contains metallocomplexes of quinoline-sulfanylamine derivatives in the form of a luminescent substance. The inventive electroluminescent material exhibits the increased time resource, resulting from the high resistance of the active luminescent layer to crystallisation and hydrolysis, and the high heat resistance of the hole-transport layer.
• Synthesis and in vitro evaluation of leishmanicidal and trypanocidal activities of N-quinolin-8-yl-arylsulfonamides
  作者：Luiz Everson da Silva、Antônio Carlos Joussef、Letícia Kramer Pacheco、Daniela Gaspar da Silva、Mário Steindel、Ricardo Andrade Rebelo

  DOI：10.1016/j.bmc.2007.09.007

  日期：2007.12

  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.
• A new class of electroluminescent metal complexes based on quinoline ligands containing the sulfanylamino group
  作者：I. K. Yakushchenko、M. G. Kaplunov、S. S. Krasnikova、O. S. Roshchupkina、A. P. Pivovarov

  DOI：10.1134/s1070328409040137

  日期：2009.4

  The synthesis and properties of a new class of electroluminescent metal complexes based on quinoline ligands containing the sulfanylamino group in position 8 are described. These complexes contain C-N-M-N chains in the chelate cycles instead of the traditionally used C-O-M-N chains.

  描述了基于在位置8上含有硫烷基氨基的喹啉配体的新型电致发光金属配合物的合成和性能。这些复合物在螯合循环中包含CNMN链，而不是传统使用的COMN链。