1-甲基-6-硝基喹啉-4-酮 | 68771-39-1

• 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: 1-甲基-6-硝基喹啉-4-酮
• 英文名称: 1-methyl-6-nitro-1H-quinolin-4-one
• 英文别名: 1-Methyl-6-nitro-1H-chinolin-4-on；1-methyl-6-nitro-4(1H)-quinolinone；1-Methyl-6-nitroquinolin-4(1H)-one；1-methyl-6-nitroquinolin-4-one
• CAS: 68771-39-1
• 化学式: C₁₀H₈N₂O₃
• 分子量: 204.185
• InChiKey: RTYZYMGYCRYVGF-UHFFFAOYSA-N

物化性质

• 熔点：
  233-234 °C
• 沸点：
  369.4±42.0 °C(Predicted)
• 密度：
  1.370±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-甲基-6-硝基喹啉-4-酮 在 水 、 硝酸 作用下， 生成 1-methyl-3,6-dinitro-1H-quinolin-4-one
  参考文献：
  名称：

  Price, Australian Journal of Scientific Research, Series A: Physical Sciences, 1949, vol. 2, p. 272,278

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2-dimethyl-5-(((4-nitrophenyl)amino)methylene)-1,3-dioxane-4,6-dione 在 氢氧化钾 作用下， 以 甲醇 、 二苯醚 为溶剂， 反应 24.33h， 生成 1-甲基-6-硝基喹啉-4-酮
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of new cysLT1 receptor antagonists

  摘要：

  This paper describes the synthesis and pharmacological evaluation of three series of compounds 4a-b, 13a-k and 19, structurally related to the known potent cysLT(1) receptor antagonists RG-12553, ICI-204219 and ONO-1078, respectively. The common structural feature of these new series is the presence of a 4-quinolone nucleus acting as a template for substitution of the aromatic nucleus present in the prototype antagonists. We describe the evolution of these series leading to antagonists with potency at nanomolar concentrations in vitro.

  DOI：

  10.1016/s0223-5234(97)83282-5

文献信息

• Direct C-3-Alkenylation of Quinolones via Palladium-Catalyzed CH Functionalization
  作者：Mingzong Li、Liangxi Li、Haibo Ge

  DOI：10.1002/adsc.201000364

  日期：2010.10.4

  An unprecedented C-3-alkenylation of quinolones was reported through palladium-catalyzed CH functionalization with 1% catalyst loading. This method provides an efficient route to a variety of new quinolone derivatives.

  据报道，钯负载量为1％时，钯催化的CH官能化使喹诺酮类化合物的C-3-烯基化程度达到前所未有的水平。该方法为生产各种新的喹诺酮衍生物提供了有效的途径。
• Method for the Fluorescent Detection of Nitroreductase Activity Using Nitro-Substituted Aromatic Compounds
  申请人：Smaill Jeffrey B.

  公开号：US20100173332A1

  公开（公告）日：2010-07-08

  A method utilising one or more fluorogenic probes, for the detection of nitroreductase activity. The non-fluorescent probes are reduced in the presence of nitroreductase to form fluorescent derivatives that may be detected using fluorescence spectroscopy. In particular, the method may be used to detect and/or identify a plurality of nitroreductase in a single test environment

  一种利用一个或多个荧光探针检测硝基还原酶活性的方法。非荧光探针在硝基还原酶存在下被还原成荧光衍生物，可以使用荧光光谱法检测。特别地，该方法可用于在单个测试环境中检测和/或鉴定多种硝基还原酶。
• 349. Derivatives of 4-chloro- and 6-nitro-quinoline
  作者：J. C. E. Simpson、P. H. Wright

  DOI：10.1039/jr9480001707

  日期：——
• Drummond; Lahey, Australian Journal of Scientific Research, Series A: Physical Sciences, 1949, vol. 2, p. 630,635
  作者：Drummond、Lahey

  DOI：——

  日期：——
• Pd-Catalyzed Dehydrogenative Cross-Coupling of Polyfluoroarenes with Heteroatom-Substituted Enones
  作者：Fei Chen、Zhang Feng、Chun-Yang He、Hao-Yang Wang、Yin-long Guo、Xingang Zhang

  DOI：10.1021/ol300240k

  日期：2012.2.17

  The first example of intermolecular regioselective alpha-arylation of heteroatom-substituted enones with polyfluoroarenes via twofold C-H bond functionalization using a palladium catalyst is reported. This approach provides rapid access to a wide range of alpha-fluoroarylated enones of interest in life science.