6-methoxy-2-(3,4,5-trimethoxybenzoyl)quinoline | 1215208-62-0

• 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: 6-methoxy-2-(3,4,5-trimethoxybenzoyl)quinoline
• 英文别名: (6-Methoxyquinolin-2-yl)-(3,4,5-trimethoxyphenyl)methanone
• CAS: 1215208-62-0
• 化学式: C₂₀H₁₉NO₅
• 分子量: 353.375
• InChiKey: KYZOWSQFXBIJRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 6-methoxy-2-(3,4,5-trimethoxybenzoyl)quinoline
  参考文献：
  名称：

  5-Amino-2-Aroylquinolines as Highly Potent Tubulin Polymerization Inhibitors

  摘要：

  A series of aroylquinoline derivatives were synthesized and evaluated for anticancer activity. 5-Amino-6-methoxy-2-aroylquinoline 15 showed more potent antiproliferative activity (IC50 values ranging from 0.2 to 0.4 nM) as compared to 1a (combretastatin A-4) (IC50 = 1.9-835 nM) against various human cancer cell lines and a MDR-resistant cancer cell line. Compound 15 (IC50 = 1.6 mu M) exhibited more potent inhibition of tubulin polymerization than 1a (IC50 = 2.1 mu M) and showed strong binding property to the colchicine binding site of microtubules.

  DOI：

  10.1021/jm900685y

文献信息

• AROYLQUINOLINE COMPOUNDS
  申请人：Liou Jing-Ping

  公开号：US20110275643A1

  公开（公告）日：2011-11-10

  A serious of nitro heterocyclic derivatives including a structure of formula (I) are provided. In formula (I), P, Q and R1 to R8 are defined in the specification. The derivatives disclosed in the present invention are characterized in inhibiting tubulin polymerization, and treating cancers and other tubulin polymerization-related disorders with a suitable pharmaceutical acceptable carrier.

  提供了一系列含有结构式（I）的硝基杂环衍生物。在结构式（I）中，P、Q和R1至R8在说明书中有定义。本发明揭示的衍生物具有抑制微管聚合的特性，并可使用合适的药用载体治疗癌症和其他与微管聚合有关的疾病。