3-chloro-8-methoxy-11H-indolo<3,2-c>quinoline | 116792-06-4

• 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-chloro-8-methoxy-11H-indolo<3,2-c>quinoline
• 英文别名: 3-Chloro-8-methoxy-11H-indolo[3,2-c]quinoline
• CAS: 116792-06-4
• 化学式: C₁₆H₁₁ClN₂O
• 分子量: 282.729
• InChiKey: ZAVOSZANRVEZCN-UHFFFAOYSA-N

物化性质

• 沸点：
  528.3±45.0 °C(Predicted)
• 密度：
  1.418±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 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：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-8-methoxy-11H-indolo<3,2-c>quinoline 在 palladium on activated charcoal sodium hydroxide 、 苄基三乙基氯化铵 、 氢气 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 70.0 ℃ 、196.5 kPa 条件下， 反应 12.67h， 生成 [2-(3-chloro-8-methoxy-5-oxy-indolo[3,2-c]quinolin-11-yl)-ethyl]-diethyl-amine
  参考文献：
  名称：

  Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]

  摘要：

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.

  DOI：

  10.1016/0223-5234(93)90036-e
• 作为产物：
  描述：

  methyl N-(3-chlorophenyl)-β-alaninate 在 吡啶 、 盐酸 、 三氯化铝 、 五氯化磷 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 异丙醇 为溶剂， 反应 27.83h， 生成 3-chloro-8-methoxy-11H-indolo<3,2-c>quinoline
  参考文献：
  名称：

  Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]

  摘要：

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.

  DOI：

  10.1016/0223-5234(93)90036-e

文献信息

• Werbel L. M., Kesten S. J., Turner W. R., Eur. J. Med. Chem, 28 (1993) N 11, S 837-852
  作者：Werbel L. M., Kesten S. J., Turner W. R.

  DOI：——

  日期：——
• Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]
  作者：LM Werbel、SJ Kesten、WR Turner

  DOI：10.1016/0223-5234(93)90036-e

  日期：1993.1

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.