(Z)-3-(1-hydrazonoethyl)-4-hydroxyquinoline-2(1H)-one | 1260092-76-9

• 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: (Z)-3-(1-hydrazonoethyl)-4-hydroxyquinoline-2(1H)-one
• 英文别名: 3-ethanehydrazonoyl-4-hydroxy-1H-quinolin-2-one
• CAS: 1260092-76-9
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: KGZHDTURKRDARF-NSIKDUERSA-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：

  (Z)-3-(1-hydrazonoethyl)-4-hydroxyquinoline-2(1H)-one 在 硫酸 作用下， 反应 17.0h， 以76%的产率得到3-methyl-4,5-dihydro-1(2)H-pyrazolo<4,3-c>quinolin-4-one
  参考文献：
  名称：

  Synthesis, antioxidant and toxicological study of novel pyrimido quinoline derivatives from 4-hydroxy-3-acyl quinolin-2-one

  摘要：

  A series of novel pyrimido and other fused quinoline derivatives like 4-methyl pyrimido [5,4-c]quinoline-2,5(1H,6H)-dione (4a), 4-methyl-2-thioxo-1,2-dihydropyrimido [5,4-c]quinoline-5(6H)-one (4b), 2-amino-4-methyl-1,2-dihydropyrimido [5,4-c]quinolin-5(6H)-one (4c), 3-methylisoxazolo [4,5-c]quinolin-4(5H)-one (4d), 3-methyl-1H-pyrazolo [4,3-c]quinoline-4(5H)-one (5e), 5-methyl-1H-[1,2,4] triazepino [6,5-c]quinoline-2,6(3H,7H)-dione (5f), 5-methyl-2-thioxo-2,3-dihydro-1H-[1,2,4]triazepino [6,5-c]quinolin-6(7H)one (5g) were synthesized regioselectively from 4-hydroxy-3-acyl quinolin-2-one 3. They were screened for their in vitro antioxidant activities against radical scavenging capacity using DPPH, Trolox equivalent antioxidant capacity (TEAC), total antioxidant activity by FRAP, superoxide radical (O-2(degrees-)) scavenging activity, metal chelating activity and nitric oxide scavenging activity. Among the compounds screened, 4c and 5g exhibited significant antioxidant activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.018
• 作为产物：
  描述：

  3-乙酰基-4-羟基喹啉-2(1h)-酮 在 sodium acetate 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 9.0h， 以75%的产率得到(Z)-3-(1-hydrazonoethyl)-4-hydroxyquinoline-2(1H)-one
  参考文献：
  名称：

  Synthesis, antioxidant and toxicological study of novel pyrimido quinoline derivatives from 4-hydroxy-3-acyl quinolin-2-one

  摘要：

  A series of novel pyrimido and other fused quinoline derivatives like 4-methyl pyrimido [5,4-c]quinoline-2,5(1H,6H)-dione (4a), 4-methyl-2-thioxo-1,2-dihydropyrimido [5,4-c]quinoline-5(6H)-one (4b), 2-amino-4-methyl-1,2-dihydropyrimido [5,4-c]quinolin-5(6H)-one (4c), 3-methylisoxazolo [4,5-c]quinolin-4(5H)-one (4d), 3-methyl-1H-pyrazolo [4,3-c]quinoline-4(5H)-one (5e), 5-methyl-1H-[1,2,4] triazepino [6,5-c]quinoline-2,6(3H,7H)-dione (5f), 5-methyl-2-thioxo-2,3-dihydro-1H-[1,2,4]triazepino [6,5-c]quinolin-6(7H)one (5g) were synthesized regioselectively from 4-hydroxy-3-acyl quinolin-2-one 3. They were screened for their in vitro antioxidant activities against radical scavenging capacity using DPPH, Trolox equivalent antioxidant capacity (TEAC), total antioxidant activity by FRAP, superoxide radical (O-2(degrees-)) scavenging activity, metal chelating activity and nitric oxide scavenging activity. Among the compounds screened, 4c and 5g exhibited significant antioxidant activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.018