1,4-dihydro-6-chloro-4-(2'-nitrophenyl)pyrido[3,2-g]-quinoline-5,10-dione | 212394-01-9

• 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: 1,4-dihydro-6-chloro-4-(2'-nitrophenyl)pyrido[3,2-g]-quinoline-5,10-dione
• 英文别名: 4-Chloro-6-(2-nitrophenyl)-6,9-dihydropyrido[3,2-g]quinoline-5,10-dione
• CAS: 212394-01-9
• 化学式: C₁₈H₁₀ClN₃O₄
• 分子量: 367.748
• InChiKey: WPTQYGMVILJLIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-dihydro-6-chloro-4-(2'-nitrophenyl)pyrido[3,2-g]-quinoline-5,10-dione 在 palladium on activated charcoal 氢碘酸 作用下， 以 甲醇 、 溶剂黄146 、 甲苯 为溶剂， 25.0~100.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 生成 12-羟基-8H-苯并(b)吡啶并(4,3,2-去)(1,7)菲罗啉-8-酮
  参考文献：
  名称：

  Synthesis of meridine, cystodamine, and related compounds including iminoquinolinequinone structure

  摘要：

  Two aromatic alkaloids, meridine (1) and cystodamine (3); and related compounds (2, 4, 5) were synthesized by hetero Diels-Alder reaction between 4-methoxy- (or 4-chloro-)5,8-quinolinedione and 2-nitrocinnamaldehyde dimethylhydrazone. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00463-3
• 作为产物：
  描述：

  (E)-3-(2-Nitrophenyl)propenal N,N-dimethylhydrazone 、 7-bromo-4-chloro-5,8-quinolinedione 在 乙酸酐 作用下， 以 氯仿 为溶剂， 反应 60.0h， 以21%的产率得到1,4-dihydro-6-chloro-4-(2'-nitrophenyl)pyrido[3,2-g]-quinoline-5,10-dione
  参考文献：
  名称：

  Synthesis of cystodamine, a pentacyclic aza-aromatic alkaloid

  摘要：

  A pentacyclic aza-aromatic alkaloid, cystodamine (6), and its isomer (11) were synthesized from 7-(or 6-)bromo-4-chloro-5,8-quinolinedione (1, 8) and o-nitrocinnamaldehyde dimethylhydrazone (2) using hetero Diels-Alder reaction. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00926-x

文献信息

• Synthesis of meridine, cystodamine, and related compounds including iminoquinolinequinone structure
  作者：Yoshiyasu Kitahara、Fumiyasu Tamura、Miki Nishimura、Akinori Kubo

  DOI：10.1016/s0040-4020(98)00463-3

  日期：1998.7

  Two aromatic alkaloids, meridine (1) and cystodamine (3); and related compounds (2, 4, 5) were synthesized by hetero Diels-Alder reaction between 4-methoxy- (or 4-chloro-)5,8-quinolinedione and 2-nitrocinnamaldehyde dimethylhydrazone. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Synthesis of cystodamine, a pentacyclic aza-aromatic alkaloid
  作者：Yoshiyasu Kitahara、Fumiyasu Tamura、Akinori Kubo

  DOI：10.1016/s0040-4039(97)00926-x

  日期：1997.6

  A pentacyclic aza-aromatic alkaloid, cystodamine (6), and its isomer (11) were synthesized from 7-(or 6-)bromo-4-chloro-5,8-quinolinedione (1, 8) and o-nitrocinnamaldehyde dimethylhydrazone (2) using hetero Diels-Alder reaction. (C) 1997 Elsevier Science Ltd.