4-hydroxy-6-nitro-quinoline-2-carboxylic acid ethyl ester | 52144-24-8

• 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: 4-hydroxy-6-nitro-quinoline-2-carboxylic acid ethyl ester
• 英文别名: 4-Hydroxy-6-nitro-chinolin-2-carbonsaeure-aethylester；4-hydroxy-6-nitroquinaldic acid, ethyl ester；4-Hydroxy-6-nitro-chinolin-carbonsaeure-(2)-ethylester；Ethyl 6-nitro-4-oxo-1,4-dihydroquinoline-2-carboxylate；ethyl 6-nitro-4-oxo-1H-quinoline-2-carboxylate
• CAS: 52144-24-8
• 化学式: C₁₂H₁₀N₂O₅
• 分子量: 262.222
• InChiKey: YCAKKQAUVFSLPS-UHFFFAOYSA-N

物化性质

• 沸点：
  502.5±45.0 °C(Predicted)
• 密度：
  1.445±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-hydroxy-6-nitro-quinoline-2-carboxylic acid ethyl ester 在 盐酸 、 tin(ll) chloride 作用下， 生成 6-氨基-4-羟基-2-喹啉羧酸
  参考文献：
  名称：

  218.尝试寻找新的抗疟药。第十七部分。5：6：3'：2'-吡啶喹啉的衍生物

  摘要：

  DOI：

  10.1039/jr9400001164
• 作为产物：
  描述：

  4-羟基-2-乙基喹啉羧酸酯 在 硫酸 、 硝酸 作用下， 生成 4-hydroxy-6-nitro-quinoline-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  218.尝试寻找新的抗疟药。第十七部分。5：6：3'：2'-吡啶喹啉的衍生物

  摘要：

  DOI：

  10.1039/jr9400001164

文献信息

• N-tetrazolyl quinaldamides
  申请人：Allen & Hanburys Limited

  公开号：US03932416A1

  公开（公告）日：1976-01-13

  Compounds of the general formula (I): ##SPC1## in which R.sub.1, R.sub.2 and R.sub.3 may be the same or different and each represents a hdyrogen atom, an alkyl group, a nitro group, a halogen atom or a group of the formula --NR.sub.4 R.sub.5 or --OR.sub.4 ; in which the groups R.sub.4 and R.sub.5 may be the same or different and each represent a hydrogen atom, or an alkyl, alkenyl or cycloalkyl group (which alkyl group may optionally be substituted by alkoxy, hydroxy, amino, alkylamino, dialkylamino or aryl groups) or R.sub.4 and R.sub.5 together with the nitrogen atom form a heterocyclic ring which may optionally contain additional hetero atoms, e.g. morpholino or piperazinyl; and R.sub.6 represents a hydrogen atom or an alkyl group. These compounds have biological activity, particularly in inhibiting the release of spasmogenic substances arising as a consequence of antigen-antibody reactions.

  通式（I）的化合物：##SPC1##其中R.sub.1、R.sub.2和R.sub.3可以相同也可以不同，每个代表一个氢原子、一个烷基基团、一个硝基基团、一个卤原子或一个具有--NR.sub.4 R.sub.5或--OR.sub.4的基团；其中基团R.sub.4和R.sub.5可以相同也可以不同，每个代表一个氢原子，或一个烷基、烯基或环烷基基团（该烷基基团可以选择地被烷氧基、羟基、氨基、烷基氨基、二烷基氨基或芳基基团取代），或R.sub.4和R.sub.5与氮原子一起形成一个可能包含额外杂原子的杂环环，例如吗啡啉或哌嗪基团；而R.sub.6代表一个氢原子或一个烷基基团。这些化合物具有生物活性，特别是在抑制由抗原-抗体反应引起的痉挛原物质释放方面。
• Facile synthesis of 4-quinolone derivatives via one-pot cascade reaction under transition-metal-free conditions
  作者：Chao Huang、Jia-Hui Guo、Huang-Mei Fu、Ming-Long Yuan、Li-Juan Yang

  DOI：10.1016/j.tetlet.2015.04.060

  日期：2015.6

  A practical and efficient strategy has been described for the preparation of 4-quinolone derivatives. Using commercially available diethyl acetylenedicarboxylate and aromatic amines as starting materials, the synthetic protocol has been achieved and afforded the product via hydroamination at room temperature followed by PPA-catalyzed intramolecular ring closure. The products can be easily obtained in high yields. Conditions and mechanism of the reaction have also been investigated. This protocol is environmentally friendly and transition-metal-free, with advantages including short reaction time, convenient operation, and mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
• 218. Attempts to find new antimalarials. Part XVII. Derivatives of 5 : 6 : 3′ : 2′-pyridoquinoline
  作者：William O. Kermack、Alice P. Weatherhead

  DOI：10.1039/jr9400001164

  日期：——