2-[[2,8-bis(trifluoromethyl)-4-quinolinyl]oxy]acetic acid | 934278-66-7

• 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: 2-[[2,8-bis(trifluoromethyl)-4-quinolinyl]oxy]acetic acid
• 英文别名: (2,8-bis-trifluoromethyl-quinolin-4-yloxy)-acetic acid
• CAS: 934278-66-7
• 化学式: C₁₃H₇F₆NO₃
• 分子量: 339.194
• InChiKey: GTTCLIGXGYTWJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  59.42
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[[2,8-bis(trifluoromethyl)-4-quinolinyl]oxy]acetic acid 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 9.75h， 生成
  参考文献：
  名称：

  Antifungal Exploration of Quinoline Derivatives against Phytopathogenic Fungi Inspired by Quinine Alkaloids

  摘要：

  DOI：

  10.1021/acs.jafc.1c05677
• 作为产物：
  描述：

  2-[[2,8-bis(trifluoromethyl)-4-quinolinyl]oxy]acetic acid ethyl ester 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以98%的产率得到2-[[2,8-bis(trifluoromethyl)-4-quinolinyl]oxy]acetic acid
  参考文献：
  名称：

  Structure−Activity Relationships for a Series of Quinoline-Based Compounds Active against Replicating and Nonreplicating Mycobacterium tuberculosis

  摘要：

  Tuberculosis (TB) remains as a global pandemic that is aggravated by a lack of health care, the spread of HIV, and the emergence of multidrug-resistant TB (MDR-TB) and extensively drug-resistant TB (XDR-TB) strains. New anti-TB drugs are urgently required to shorten the long 6-12 month treatment regimen and to battle drug-resistant Mtb strains. We have identified several potent quinoline-based anti-TB compounds, bearing an isoxazole containing side-chain. The most potent compounds, 7g and 13, exhibited submicromolar activity against the replicating bacteria (R-TB), with minimum inhibitory concentrations (MICs) of 0.77 and 0.95 mu M, respectively. In general, these compounds also had micromolar activity against the nonreplicating persistent bacteria (NRP-TB) and did not show toxicity on Vero cells up to 128 mu M concentration. Compounds 7g and 13 were shown to retain their anti-TB activity against rifampin, isoniazid, and streptomycin resistant Mtb strains. The results suggest that quinoline-isoxazole-based anti-TB compounds are promising leads for new TB drug development.

  DOI：

  10.1021/jm900003c

文献信息

• 一种2,8-双(三氟甲基)-4-羟基喹啉衍生物在制备和防治农业病害中的用途
  申请人：兰州大学

  公开号：CN112608275A

  公开（公告）日：2021-04-06

  本发明公开了一种2,8‑双(三氟甲基)‑4‑羟基喹啉衍生物在制备和防治农业病害中的用途。活性测试结果表明，本发明所述化合物对油菜菌核病菌、番茄灰霉病菌、小麦赤霉病菌和立枯丝核病菌四种植物病源真菌表现出潜在的抑制活性，可作为杀菌剂来开发。
• Singh, Santosh Kumar; Nahta, Ajay; Tiwari, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 7, p. 1734 - 1739
  作者：Singh, Santosh Kumar、Nahta, Ajay、Tiwari、Jain, Praveen

  DOI：——

  日期：——