4-氧代-7-(三氟甲基)-1H-喹啉-3-碳酰肼 | 116247-30-4

• 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
• 中文名称: 4-氧代-7-(三氟甲基)-1H-喹啉-3-碳酰肼
• 英文名称: 7-Trifluoromethyl-4-hydroxyquinoline-3-carboxylic acid hydrazide
• 英文别名: 4-hydroxy-7-(trifluoromethyl)quinoline-3-carbohydrazide；4-oxo-7-(trifluoromethyl)-1H-quinoline-3-carbohydrazide
• CAS: 116247-30-4
• 化学式: C₁₁H₈F₃N₃O₂
• 分子量: 271.199
• InChiKey: TXPJWLXYQONJDC-UHFFFAOYSA-N

物化性质

• 密度：
  1.538±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  84.2
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-氧代-7-(三氟甲基)-1H-喹啉-3-碳酰肼 在 potassium carbonate 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 4-morpholin-4-yl-3-(5-phenyl-[1,3,4]oxadiazol-2-yl)-7-trifluoromethyl-quinoline
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial studies of some new trifluoromethyl quinoline-3-carbohydrazide and 1,3,4-oxadiazoles

  摘要：

  7-(三氟甲基)-4-羟基取代的喹啉卡巴肼衍生物（6a-e和7a-g）和N-烷基-3-(5-苯基-1,3,4-噁二唑-2-基)-7-(三氟甲基)喹啉-4-胺（9a-f）被合成、表征并筛选其抗微生物活性。

  DOI：

  10.1039/c4ra04456h
• 作为产物：
  描述：

  间氨基三氟甲苯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 4-氧代-7-(三氟甲基)-1H-喹啉-3-碳酰肼
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial studies of some new trifluoromethyl quinoline-3-carbohydrazide and 1,3,4-oxadiazoles

  摘要：

  7-(三氟甲基)-4-羟基取代的喹啉卡巴肼衍生物（6a-e和7a-g）和N-烷基-3-(5-苯基-1,3,4-噁二唑-2-基)-7-(三氟甲基)喹啉-4-胺（9a-f）被合成、表征并筛选其抗微生物活性。

  DOI：

  10.1039/c4ra04456h

文献信息

• Kumar, Ashok; Jaju, B. P.; Gurtu, S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 93 - 95
  作者：Kumar, Ashok、Jaju, B. P.、Gurtu, S.、Sinha, J. N.、Shanker, K.

  DOI：——

  日期：——
• Kumar; Saxena; Srivastava, Journal of the Indian Chemical Society, 1991, vol. 68, # 3, p. 138 - 141
  作者：Kumar、Saxena、Srivastava、Lata、Saxena

  DOI：——

  日期：——
• Design and regioselective synthesis of trifluoromethylquinolone derivatives as potent antimicrobial agents
  作者：B. Garudachari、Arun M. Isloor、M.N. Satyanarayana、Hoong-Kun Fun、N. Pavithra、Ananda Kulal

  DOI：10.1016/j.ejmech.2013.07.021

  日期：2013.10

  Three series of new trifluoromethyl substituted quinolone derivatives were synthesized (4a-f, 6a-f and 8a-f) from corresponding substituted anilines by multi-step reactions. The regioselective alkylation with different alkyl halides were carried out by approaching two different routes to get the final products in good yield. Newly synthesized compounds were characterized by spectral study and also by C, H, N analyses. Three dimensional structure of 2b and 4b were also confirmed by single crystal X-ray studies. The final compounds (4a-f, 6a-f and 8a-f) were screened for their in-vitro antibacterial and antifungal activity by well plate method (zone of inhibition). The results revealed that, compounds 4a, 6b, 6c and 8e showed significant antibacterial activity as compared to the standard drug Ciprofloxacin. The compound 8a was found to be a potent antifungal agent. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Synthesis, characterization and antimicrobial studies of some new trifluoromethyl quinoline-3-carbohydrazide and 1,3,4-oxadiazoles
  作者：B. Garudachari、Arun M. Isloor、M. N. Satyanaraya、K. Ananda、Hoong-Kun Fun

  DOI：10.1039/c4ra04456h

  日期：——

  7-(Trifluoromethyl)-4-hydroxy substituted quinolinecarbazide derivatives (6a–eand7a–g) andN-alkyl-3-(5-phenyl-1,3,4-oxadiazol-2-yl)-7-(trifluoromethyl) quinolin-4-amine (9a–f) were synthesized, characterized and screened for their antimicrobial activity.

  7-(三氟甲基)-4-羟基取代的喹啉卡巴肼衍生物（6a-e和7a-g）和N-烷基-3-(5-苯基-1,3,4-噁二唑-2-基)-7-(三氟甲基)喹啉-4-胺（9a-f）被合成、表征并筛选其抗微生物活性。