3-(1-hydrazonoethyl)-4-hydroxy-1H-quinolin-2-one | 43002-14-8

• 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: 3-(1-hydrazonoethyl)-4-hydroxy-1H-quinolin-2-one
• 英文别名: 3-(1-Hydrazonoethyl)-4-hydroxy-1h-quinolin-2-one；3-ethanehydrazonoyl-4-hydroxy-1H-quinolin-2-one
• CAS: 43002-14-8
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: KGZHDTURKRDARF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 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：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(1-hydrazonoethyl)-4-hydroxy-1H-quinolin-2-one 、 1-乙基-1,2-二氢-4-羟基-2-氧代-3-喹啉羧酸乙酯 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 1-ethyl-4-hydroxy-N-[1-(4-hydroxy-2-oxo-1H-quinolin-3-yl)ethylideneamino]-2-oxoquinoline-3-carboxamide
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives

  摘要：

  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.

  DOI：

  10.1007/s10593-009-0246-2
• 作为产物：
  描述：

  3-乙酰基-4-羟基喹啉-2(1h)-酮 在 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以86%的产率得到3-(1-hydrazonoethyl)-4-hydroxy-1H-quinolin-2-one
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 152*. 3-acetyl-4-hydroxy-2-oxo-1,2-dihydroquinoline and its biologically active derivatives

  摘要：

  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.

  DOI：

  10.1007/s10593-009-0246-2

文献信息

• US4367333A
  申请人：——

  公开号：US4367333A

  公开（公告）日：1983-01-04
• US4366312A
  申请人：——

  公开号：US4366312A

  公开（公告）日：1982-12-28
• US4474952A
  申请人：——

  公开号：US4474952A

  公开（公告）日：1984-10-02
• 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.