ethyl 4((R)-1-(dimethylcarbamoyl)-3-(phenylthio)propan-2-ylamino)-8-(trifluoromethyl)quinoline-3-carboxylate | 1215325-46-4

• 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: ethyl 4((R)-1-(dimethylcarbamoyl)-3-(phenylthio)propan-2-ylamino)-8-(trifluoromethyl)quinoline-3-carboxylate
• CAS: 1215325-46-4
• 化学式: C₂₅H₂₆F₃N₃O₃S
• 分子量: 505.561
• InChiKey: GYRQWRXKGPPKAC-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.48
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  71.53
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 4((R)-1-(dimethylcarbamoyl)-3-(phenylthio)propan-2-ylamino)-8-(trifluoromethyl)quinoline-3-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-((R)-1-(dimethylcarbamoyl)-3-(phenylthio)propan-2-ylamino)-8-(trifluoromethyl)quinoline-3-carbohydrazide
  参考文献：
  名称：

  Design and synthesis of some new quinoline-3-carbohydrazone derivatives as potential antimycobacterial agents

  摘要：

  A series of 26 new quinoline derivatives carrying active pharmacophores has been synthesized and evaluated for their in vitro antituberculosis activity against Mycobacterium tuberculosis H37Rv (MTB), Mycobacterium smegmatis (MC2), and Mycobacterium fortuitum following the broth micro dilution assay method. Compounds 13e, 13i, 13k, 14a, 14c, 14i, and 14k exhibited significant minimum inhibition concentrations, when compared with first line drugs isoniazid (INH) and rifampicin (RIF) and could be ideally suited for further modi. cations to obtain more efficacious compounds in the fight against multi-drug resistant tuberculosis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.045
• 作为产物：
  描述：

  (R)-3-氨基-N,N-二甲基-4-(苯硫基)丁酰胺 、 4-氯-8-三氟甲基喹啉-3-羧酸乙酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以82%的产率得到ethyl 4((R)-1-(dimethylcarbamoyl)-3-(phenylthio)propan-2-ylamino)-8-(trifluoromethyl)quinoline-3-carboxylate
  参考文献：
  名称：

  Design and synthesis of some new quinoline-3-carbohydrazone derivatives as potential antimycobacterial agents

  摘要：

  A series of 26 new quinoline derivatives carrying active pharmacophores has been synthesized and evaluated for their in vitro antituberculosis activity against Mycobacterium tuberculosis H37Rv (MTB), Mycobacterium smegmatis (MC2), and Mycobacterium fortuitum following the broth micro dilution assay method. Compounds 13e, 13i, 13k, 14a, 14c, 14i, and 14k exhibited significant minimum inhibition concentrations, when compared with first line drugs isoniazid (INH) and rifampicin (RIF) and could be ideally suited for further modi. cations to obtain more efficacious compounds in the fight against multi-drug resistant tuberculosis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.045