3-chloro-8,9,10,11-tetrahydro-7H-indolo<3,2-c>quinoline | 68499-90-1

• 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-8,9,10,11-tetrahydro-7H-indolo<3,2-c>quinoline
• 英文别名: 3-chloro-8,9,10,11-tetrahydro-7H-indolo[3,2-c]quinoline；3-Chloro-8,9,10,11-tetrahydro-7H-indolo[3,2-c]quinoline
• CAS: 68499-90-1
• 化学式: C₁₅H₁₃ClN₂
• 分子量: 256.735
• InChiKey: GGUYTVIGMLIAHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloro-8,9,10,11-tetrahydro-7H-indolo<3,2-c>quinoline 在 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-chloro-N,N-diethyl-7,8,9,10-tetrahydro-11H-indolo<3,2-c>quinolin-11-ethanamine N,5-dioxide
  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：

  4,7-二氯喹啉 在 sodium acetate 、 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 23.5h， 生成 3-chloro-8,9,10,11-tetrahydro-7H-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

• KHAN M. A.; ROCHA J. F. DA, J. HETEROCYCL. CHEM., 1978, 15, NO 6, 913-921
  作者：KHAN M. A.、 ROCHA J. F. DA

  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.