6-Fluoro-2,4-dimethyl-7-(5-undecyl-[1,3,4]thiadiazol-2-ylsulfanyl)-quinoline

• 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: 6-Fluoro-2,4-dimethyl-7-(5-undecyl-[1,3,4]thiadiazol-2-ylsulfanyl)-quinoline
• 英文别名: 2-(6-Fluoro-2,4-dimethylquinolin-7-yl)sulfanyl-5-undecyl-1,3,4-thiadiazole
• 化学式: C₂₄H₃₂FN₃S₂
• 分子量: 445.669
• InChiKey: FQUTYQNLPGSHNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  92.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(3-chloro-4-fluoroanilino)pent-3-en-2-one 在 aluminum oxide 作用下， 反应 0.11h， 生成 6-Fluoro-2,4-dimethyl-7-(5-undecyl-[1,3,4]thiadiazol-2-ylsulfanyl)-quinoline
  参考文献：
  名称：

  Alumina-supported synthesis of antibacterial quinolines using microwaves

  摘要：

  7-(5'-Alkyl-1',3',4'-thiadiazol/oxadiazol-2'-ylthio)-6-fluoro-2,4-dimethylquinolines and 3-formyl-2-(2'-hydroxy-1',4'-naphthoquinon-3'-yl)-4-melhyl/6-methyl/7 have been synthesised by the reaction of 5-alkyl-1,3,3-thiadiazol/oxadiazol-2-thiols with 7-chloro-6-fluoro-2,4-dimethylquinoline and by the reaction of 2-hydroxy-1,4-naphthoquinone with 2-chloro-3-formyl-4-methyl/6-methyl/7-methyl/8-methylquinoline respectively on basic alumina using microwaves, the reaction time has been brought down from hours to seconds with improved yield as compared to conventional heating. The compounds were tested for their in vitro antibacterial activity. All compounds showed promising antibacterial activity. The best activity was observed by compounds 3a and 3f. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00256-4

文献信息

• Alumina-supported synthesis of antibacterial quinolines using microwaves
  作者：M. Kidwai、K.R. Bhushan、P. Sapra、R.K. Saxena、R. Gupta

  DOI：10.1016/s0968-0896(99)00256-4

  日期：2000.1

  7-(5'-Alkyl-1',3',4'-thiadiazol/oxadiazol-2'-ylthio)-6-fluoro-2,4-dimethylquinolines and 3-formyl-2-(2'-hydroxy-1',4'-naphthoquinon-3'-yl)-4-melhyl/6-methyl/7 have been synthesised by the reaction of 5-alkyl-1,3,3-thiadiazol/oxadiazol-2-thiols with 7-chloro-6-fluoro-2,4-dimethylquinoline and by the reaction of 2-hydroxy-1,4-naphthoquinone with 2-chloro-3-formyl-4-methyl/6-methyl/7-methyl/8-methylquinoline respectively on basic alumina using microwaves, the reaction time has been brought down from hours to seconds with improved yield as compared to conventional heating. The compounds were tested for their in vitro antibacterial activity. All compounds showed promising antibacterial activity. The best activity was observed by compounds 3a and 3f. (C) 2000 Elsevier Science Ltd. All rights reserved.