4-(1-benzotriazolyl)quinoline | 412300-21-1

• 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: 4-(1-benzotriazolyl)quinoline
• 英文别名: 4-benzotriazol-1-yl-quinoline；4-Benzotriazol-1-yl-chinolin；4-(Benzotriazol-1-yl)quinoline
• CAS: 412300-21-1
• 化学式: C₁₅H₁₀N₄
• 分子量: 246.271
• InChiKey: GEADCECZUFEFBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-benzotriazolyl)quinoline 在 磷酸 、 sodium amide 、 甲苯 作用下， 生成 N,N-diethyl-11H-indolo<3,2-c>quinolin-11-ethanamine
  参考文献：
  名称：

  115.尝试寻找新的抗疟药。第XXIX部分。2：3-苯-γ-咔啉的各种衍生物的合成

  摘要：

  DOI：

  10.1039/jr9500000607
• 作为产物：
  描述：

  4-氯喹啉 在 盐酸 、 sodium nitrite 作用下， 140.0 ℃ 、4.0 kPa 条件下， 生成 4-(1-benzotriazolyl)quinoline
  参考文献：
  名称：

  115.尝试寻找新的抗疟药。第XXIX部分。2：3-苯-γ-咔啉的各种衍生物的合成

  摘要：

  DOI：

  10.1039/jr9500000607

文献信息

• Synthesis and DNA Binding Properties of γ-Carbolinium Derivatives and Benzologues
  作者：Andrés Molina、Juan J. Vaquero、José L. Garcia-Navio、Julio Alvarez-Builla、Beatriz de Pascual-Teresa、Federico Gago、María M. Rodrigo、Milagros Ballesteros

  DOI：10.1021/jo960266h

  日期：1996.1.1

  The 5H-pyrido[4,3-b]indole, 11H-indolo[3,2-c]quinoline, 5H-benzo[f]pyrido[4,3-b]indole, and 13H-benz[5,6]indolo[3,2-c]quinoline heteroaromatic nuclei have been synthesized by the Graebe-Ullmann method by classical heating or under microwave irradiation. These tri-, tetra-, and pentacyclic compounds were transformed into the corresponding cationic derivatives by N-alkylation, and the DNA-binding properties of the resulting cationic systems were examined using UV-vis spectroscopy, viscometric determinations, and molecular modeling techniques. The tetracyclic cations were transformed into his-salts by means of a diethyl bispiperidine rigid chain and a more flexible polyamide linker, but the low solubility of these bis-salts made the study of their bisintercalating properties difficult.
• Synthesis and antimalarial evaluation of novel isocryptolepine derivatives
  作者：Louise R. Whittell、Kevin T. Batty、Rina P.M. Wong、Erin M. Bolitho、Simon A. Fox、Timothy M.E. Davis、Paul E. Murray

  DOI：10.1016/j.bmc.2011.10.037

  日期：2011.12

  A series of mono- and di-substituted analogues of isocryptolepine have been synthesized and evaluated for in vitro antimalarial activity against chloroquine sensitive (3D7) and resistant (W2mef) Plasmodium falciparum and for cytotoxicity (3T3 cells). Di-halogenated compounds were the most potent derivatives and 8-bromo-2-chloroisocryptolepine displayed the highest selectivity index (106; the ratio of cytotoxicity (IC(50) = 9005 nM) to antimalarial activity (IC(50) = 85 nM)). Our evaluation of novel isocryptolepine compounds has demonstrated that di-halogenated derivatives are promising antimalarial lead compounds. (C) 2011 Elsevier Ltd. All rights reserved.
• 115. Attempts to find new antimalarials. Part XXIX. The synthesis of various derivatives of 2 : 3-benz-γ-carboline
  作者：William O. Kermack、Nora E. Storey

  DOI：10.1039/jr9500000607

  日期：——