3-methyl-4-(3,4,5-trimethoxyphenyl)-1-phenylbenzo[h]pyrazolo[3,4-b]quinolin-5,6-dione | 1575717-63-3

• 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-methyl-4-(3,4,5-trimethoxyphenyl)-1-phenylbenzo[h]pyrazolo[3,4-b]quinolin-5,6-dione
• 英文别名: 13-Methyl-15-phenyl-11-(3,4,5-trimethoxyphenyl)-14,15,17-triazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,11,13,16-heptaene-8,9-dione
• CAS: 1575717-63-3
• 化学式: C₃₀H₂₃N₃O₅
• 分子量: 505.53
• InChiKey: LOUQMPCGKTYQLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  92.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氨基-3-甲基-1-苯基吡唑 、 2-羟基-1,4-萘醌 、 3,4,5-三甲氧基苯甲醛 反应 0.05h， 以85%的产率得到3-methyl-4-(3,4,5-trimethoxyphenyl)-1-phenylbenzo[h]pyrazolo[3,4-b]quinolin-5,6-dione
  参考文献：
  名称：

  Microwave induced three-component synthesis and antimycobacterial activity of benzopyrazolo[3,4-b]quinolindiones

  摘要：

  Three series of novel 4-arylbenzo[h]pyrazolo[3,4-b]quinolin-5,6-diones 4, 7 and 9 have been efficiently obtained in good yields by three-component microwave assisted reaction between aminopyrazoles 1 or 6 (both 1-phenyl and 1-H substituted), 2-hydroxynaphthoquinone 2 and benzaldehydes 3. Compounds 4, 7 and 9 have been evaluated against fifteen Mycobacterium spp strains, and six of them have shown antimycobacterial activity. The highest inhibitory activity with MIC <= 2 mu g/mL for three of these compounds (4a, 4b and 4g) was related with their highest lipophilicity and lesser polarity within these series. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.037

文献信息

• Microwave induced three-component synthesis and antimycobacterial activity of benzopyrazolo[3,4-b]quinolindiones
  作者：Jairo Quiroga、Yurina Diaz、Juan Bueno、Braulio Insuasty、Rodrigo Abonia、Alejandro Ortiz、Manuel Nogueras、Justo Cobo

  DOI：10.1016/j.ejmech.2013.12.037

  日期：2014.3

  Three series of novel 4-arylbenzo[h]pyrazolo[3,4-b]quinolin-5,6-diones 4, 7 and 9 have been efficiently obtained in good yields by three-component microwave assisted reaction between aminopyrazoles 1 or 6 (both 1-phenyl and 1-H substituted), 2-hydroxynaphthoquinone 2 and benzaldehydes 3. Compounds 4, 7 and 9 have been evaluated against fifteen Mycobacterium spp strains, and six of them have shown antimycobacterial activity. The highest inhibitory activity with MIC <= 2 mu g/mL for three of these compounds (4a, 4b and 4g) was related with their highest lipophilicity and lesser polarity within these series. (C) 2014 Elsevier Masson SAS. All rights reserved.