1-isopentyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester | 161804-00-8

• 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: 1-isopentyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester
• 英文别名: ethyl 4-hydroxy-1-iso-pentyl-2-oxo-1,2-dihydroquinoline-3-carboxylate；Ethyl 4-hydroxy-1-(3-methylbutyl)-2-oxoquinoline-3-carboxylate
• CAS: 161804-00-8
• 化学式: C₁₇H₂₁NO₄
• 分子量: 303.358
• InChiKey: BVRCUOADLJJPBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-isopentyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 水 为溶剂， 反应 5.17h， 生成 3-(1,1-二氧代-1,4-二氢苯并[1,2,4]噻二嗪-3-基)-4-羟基-1-(3-甲基丁基)-1H-喹啉-2-酮
  参考文献：
  名称：

  4-hydroxy-2-quinolones. 42. Synthesis and biological activity of 1-R-2-oxo-3-(2H-1,2,4-benzothiadiazine-1,1-dioxid-3-yl)-4-hydroxyquinolines

  摘要：

  DOI：

  10.1007/bf02256875
• 作为产物：
  描述：

  2-[(2-Ethoxycarbonyl-acetyl)-(3-methyl-butyl)-amino]-benzoic acid ethyl ester 在 盐酸 、 氢氧化钾 作用下， 反应 6.0h， 生成 1-isopentyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  4-羟基-2-喹诺酮类。22. * 1-烷基（芳基）-2-氧代-3-羰乙氧基-4-羟基喹啉及其衍生物的合成及生物学性质

  摘要：

  DOI：

  10.1007/bf01169641

文献信息

• 4-hydroxy-2-quinolones. 191.* synthesis, tautomerism and biological activity of benzimidazol-2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids
  作者：I. V. Ukrainets、L. A. Grinevich、A. A. Tkach、O. V. Gorokhova、V. N. Kravchenko、G. Sim

  DOI：10.1007/s10593-011-0673-8

  日期：2011.2

  A series of benzimidazol-2-ylamides of 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids was prepared in a search for biologically active compounds. These compounds exist in the crystal exclusively in the amide form, while in solution amide↔imide tautomerism is observed. The results of a study of the antithyroid and antituberculosis activities of these compounds are given.

  为了寻找生物活性化合物，制备了一系列4-羟基-2-氧代-1,2-二氢喹啉-3-羧酸的苯并咪唑-2-基酰胺。这些化合物仅以酰胺形式存在于晶体中，而在溶液中则观察到酰胺↔酰亚胺互变异构现象。给出了这些化合物的抗甲状腺和抗结核活性的研究结果。
• 4-Hydroxy-2-quinolones. 154*. Pyrimidin- 2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydro- quinoline-3-carboxylic acids. synthesis, structure, and properties
  作者：I. V. Ukrainets、A. A. Tkach、L. A. Grinevich、A. V. Turov、O. V. Bevz

  DOI：10.1007/s10593-009-0297-4

  日期：2009.5

  The synthesis of a series of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids pyrimidin-2-ylamides has been carried out with the aim of subsequent microbiological investigation. In acetic acid it was found that these compounds are brominated by 1 equivalent of bromine at position 5 of the pyrimidine ring. The only exception is the 1-allyl derivative which undergoes heterocyclization under these conditions to give 2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a]quinoline-4-carboxylic acid pyrimidin-2-ylamide. The results of a study of the antitubercular activity of the synthesized compounds are presented.
• 4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives
  作者：I. V. Ukrainets、A. A. Tkach、Liu Yang Yang

  DOI：10.1007/s10593-009-0246-2

  日期：2009.2

  A synthesis and study of the spatial structure of 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline have been carried. 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids [1-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)ethylidene]hydrazides were prepared from this compound by two routes. A comparative analysis of the antitubercular properties of the synthesized compounds and of the closely structurally related N,N'-di(1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbonyl)hydrazines has been performed.
• ——
  作者：I. V. Ukrainets、M. Amer、P. A. Bezuglyi、O. V. Gorokhova、L. V. Sidorenko、A. V. Turov

  DOI：10.1023/a:1019513313773

  日期：——
• 4-hydroxy-2-quinolones. 110. Bromination of 1-r-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid anilides
  作者：I. V. Ukrainets、A. A. Tkach、L. V. Sidorenko、O. V. Gorokhova

  DOI：10.1007/s10593-006-0239-3

  日期：2006.10