3,11-dichloro-6H-indolo[2,3-b]quinoline | 1150313-26-0

• 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: 3,11-dichloro-6H-indolo[2,3-b]quinoline
• CAS: 1150313-26-0
• 化学式: C₁₅H₈Cl₂N₂
• 分子量: 287.148
• InChiKey: OCNLFILIKUBRMX-UHFFFAOYSA-N

物化性质

• 沸点：
  523.5±45.0 °C(predicted)
• 密度：
  1.533±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  3,11-dichloro-6H-indolo[2,3-b]quinoline 、 2-氨基-5-二乙基氨基戊烷 反应 13.0h， 以82%的产率得到N4-(3-chloro-6H-indolo[2,3-b]quinolin-11-yl)-N1,N1-diethyl-pentane-1,4-diamine
  参考文献：
  名称：

  Synthesis and Antiplasmodial Activity of Aminoalkylamino-Substituted Neocryptolepine Derivatives

  摘要：

  A series of chloro- and aminoalkylamino-substituted neocryptolepine (5-methyl-5H-indolo[2,3-b]quinoline) derivatives were synthesized and evaluated as antiplasmodial agents. The evaluation also included cytotoxicity (MRCS cells), inhibition of beta-hematin formation, and DNA interactions (DNA-methyl green assay). Introduction of aminoalkylamino chains increased the antiplasmodial activity of the neocryptolepine core substantially. The most efficient compounds showed antiplasmodial activities in the nanomolar range. N-1,N-1-Diethyl-N-4-(5-methyl-5H-indolo[2,3-b]quinolin-8-yl)pentane-1,4-diamine 11c showed an IC50 of 0.01 mu M and a selectivity index of 1800.

  DOI：

  10.1021/jm801490z
• 作为产物：
  描述：

  methyl 2-[(3-chlorophenyl)amino]-1H-indole-3-carboxylate 在 三氯氧磷 作用下， 以 二苯醚 、 甲苯 为溶剂， 以0.08 g的产率得到1,11-dichloro-6H-indolo[2,3-b]quinoline
  参考文献：
  名称：

  Synthesis and Antiplasmodial Activity of Aminoalkylamino-Substituted Neocryptolepine Derivatives

  摘要：

  A series of chloro- and aminoalkylamino-substituted neocryptolepine (5-methyl-5H-indolo[2,3-b]quinoline) derivatives were synthesized and evaluated as antiplasmodial agents. The evaluation also included cytotoxicity (MRCS cells), inhibition of beta-hematin formation, and DNA interactions (DNA-methyl green assay). Introduction of aminoalkylamino chains increased the antiplasmodial activity of the neocryptolepine core substantially. The most efficient compounds showed antiplasmodial activities in the nanomolar range. N-1,N-1-Diethyl-N-4-(5-methyl-5H-indolo[2,3-b]quinolin-8-yl)pentane-1,4-diamine 11c showed an IC50 of 0.01 mu M and a selectivity index of 1800.

  DOI：

  10.1021/jm801490z

文献信息

• Materials for organic electroluminescent devices
  申请人：Merck Patent GmbH

  公开号：US10923665B2

  公开（公告）日：2021-02-16

  The present invention relates to compounds suitable for use in electronic devices, and to electronic devices, especially organic electroluminescent devices, comprising these compounds.

  本发明涉及适用于电子设备的化合物，以及包括这些化合物的电子设备，特别是有机电致发光器件。
• MATERIALIEN FÜR ORGANISCHE ELEKTROLUMINESZENZVORRICHTUNGEN
  申请人：Merck Patent GmbH

  公开号：EP3583104B1

  公开（公告）日：2021-06-09
• MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：Merck Patent GmbH

  公开号：US20200044162A1

  公开（公告）日：2020-02-06

  The present invention relates to compounds suitable for use in electronic devices, and to electronic devices, especially organic electroluminescent devices, comprising these compounds.
• Synthesis and Antiplasmodial Activity of Aminoalkylamino-Substituted Neocryptolepine Derivatives
  作者：Ibrahim El Sayed、Pieter Van der Veken、Koen Steert、Liene Dhooghe、Steven Hostyn、Gitte Van Baelen、Guy Lemière、Bert U. W. Maes、Paul Cos、Louis Maes、Jurgen Joossens、Achiel Haemers、Luc Pieters、Koen Augustyns

  DOI：10.1021/jm801490z

  日期：2009.5.14

  A series of chloro- and aminoalkylamino-substituted neocryptolepine (5-methyl-5H-indolo[2,3-b]quinoline) derivatives were synthesized and evaluated as antiplasmodial agents. The evaluation also included cytotoxicity (MRCS cells), inhibition of beta-hematin formation, and DNA interactions (DNA-methyl green assay). Introduction of aminoalkylamino chains increased the antiplasmodial activity of the neocryptolepine core substantially. The most efficient compounds showed antiplasmodial activities in the nanomolar range. N-1,N-1-Diethyl-N-4-(5-methyl-5H-indolo[2,3-b]quinolin-8-yl)pentane-1,4-diamine 11c showed an IC50 of 0.01 mu M and a selectivity index of 1800.