3-Chloro-8-[1,1-dimethylethyl]-N,N-diethyl-11H-indolo[3,2-c]quinoline | 155249-78-8

• 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-Chloro-8-[1,1-dimethylethyl]-N,N-diethyl-11H-indolo[3,2-c]quinoline
• 英文别名: 2-(8-tert-butyl-3-chloroindolo[3,2-c]quinolin-11-yl)-N,N-diethylethanamine
• CAS: 155249-78-8
• 化学式: C₂₅H₃₀ClN₃
• 分子量: 407.986
• InChiKey: JRKCXQUHVDEJJV-UHFFFAOYSA-N

物化性质

• 沸点：
  557.9±50.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Chloro-8-[1,1-dimethylethyl]-N,N-diethyl-11H-indolo[3,2-c]quinoline 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以46%的产率得到2-(8-tert-butyl-3-chloro-5-oxidoindolo[3,2-c]quinolin-5-ium-11-yl)-N,N-diethylethanamine oxide
  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 、 sodium hydroxide 、 PPA 、 苄基三乙基氯化铵 作用下， 以 1,4-二氧六环 、 异丙醇 、 甲苯 为溶剂， 反应 70.33h， 生成 3-Chloro-8-[1,1-dimethylethyl]-N,N-diethyl-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.