10-Methoxy-7H-indolo(2,3-c)isoquinolin-5-(6H)-one | 106659-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 10-Methoxy-7H-indolo(2,3-c)isoquinolin-5-(6H)-one
• 英文别名: 10-Methoxy-6,7-dihydroindolo[2,3-c]isoquinolin-5-one
• CAS: 106659-31-8
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: JNGXMKUWTUUKFT-UHFFFAOYSA-N

物化性质

• 熔点：
  >350 °C
• 沸点：
  435.7±25.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-Methoxy-7H-indolo(2,3-c)isoquinolin-5-(6H)-one 在 一水合肼 作用下， 生成 10-methoxy-5-oxo-7H-indolo[2,3-c]isoquinoline-6-carbohydrazide
  参考文献：
  名称：

  Synthesis of some new indolo[2,3-c]isoquinolinyl pyrazoles, -1,3,4-oxadiazoles and their biological activities

  摘要：

  A new series of novel compounds [10-substituted 6H, 7H-indolo[2,3-c]isoquinolin-5-one-6-yl]carbohydrazides (3a-c), 1-[10-substituted 6H, 7H-indolo[2,3-c]isoquinolin-5-one-6-yl]fomyl-, -3',5'-dimethylpyrazoles (4a-c), -3',5'-diphenylpyrazoles (5a-c), -3'-methylpyrazol-5'-ones (6a-c) and -1',3',4'-oxidiazole-2'-thiones (7a-c) linked to indoloisoquinoline at position-6 through formyl bridge was prepared. The structures of these newly synthesized compounds were confirmed by their spectral studies and elemental analysis. These compounds have been screened for their antimicrobial and antioxidant activities. Compounds 4a, 4b, 5a, 5b, 5c, 6b, 7a, and 7c exhibited the maximum zone of inhibition against A. niger, A. flavus, and A. fumigatus. Compounds 4a, 5a, 5c, 6b, 6c, 7a, and 7b showed good antibacterial activity. Compounds 4b, 4c, 5b, 5c, 6a, 6b, 7a, 7b, and 7c showed good radical scavenging activity compared with standards.

  DOI：

  10.1007/s00044-012-0366-6
• 作为产物：
  描述：

  5-methoxy-3-phenyl-1H-indole-2-carbonyl azide 以 二苯醚 、 乙醇 为溶剂， 反应 7.0h， 生成 10-Methoxy-7H-indolo(2,3-c)isoquinolin-5-(6H)-one
  参考文献：
  名称：

  Hiremath, Shiva Yogi P.; Badami, Prema S.; Purohit, Muralidhar G., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 1235 - 1238

  摘要：

  DOI：

文献信息

• Synthesis and biological evaluation of novel indolo[2,3-c]isoquinoline derivatives
  作者：Anand R. Saundane、R. Kalpana

  DOI：10.1007/s00044-014-1243-2

  日期：2015.4

  A new series of novel compounds 1-tert-butyl-9-substituted-12H-indolo[2,3-c]isoquinolino[5,6-c]-1,2,4-triazoles (4a-4c), 10-substituted-2-phenyl-1,13-dihydroindolo[2,3-c]isoquinolino[5,6-c]-1,2,4-triazines (5a-5l), 2-(10-substituted-7H-indolo[2,3-c]isoquinolin-5-yl)-4-phenylphthalazin-1-ones (6a-6c), 2-[2-(10-substituted-7H-indolo[2,3-c]isoquinolinyl)hydrazinecarbonyl]benzoic acid (7a-7c), and 2-(10-substituted-7H-indolo[2,3-c]isoquinolin-5-yl)phthalazine-1,4-diones (8a-8c) were synthesized. The structures of these newly synthesized compounds were confirmed by their spectral studies and elemental analysis. These compounds have been screened for their antimicrobial, antitubercular, antioxidant, and cytotoxic activities. Compounds 4b, 5a, 5g, 5h, 6a, 6b, and 7b exhibited the maximum zone of inhibition against Staphylococcus aureus. Compounds 5d and 6c exhibited the maximum zone of inhibition against Pseudomonas aeruginosa. Compounds 7a and 8c showed maximum zone of inhibition against Aspergillus niger. Compounds 5k and 8c showed maximum zone of inhibition against Aspergillus flavus. Compounds 4a (MIC-1.6 A mu g/ml) and 5 h (MIC-0.2 A mu g/ml) exhibited promising antitubercular activity against Mycobacterium tuberculosis H37Rv strain. Compounds 4b, 4c, 5a, 5c, 5e, 5h, 6a, 6b, 6c, 8a, and 8b exhibited good radical scavenging activity compared with standards. Compounds 4b, 4c, 5a, 5c, 5g, 6a, and 8b exhibited maximum reducing ability. Compounds 4a and 5h exhibited 100 % cell lysis at concentration 10 A mu g/ml.
• HIREMATH SHIVAYOGI; BADAMI PREMA (SMT); PUROHIT MURALIDHAR G., INDIAN J. CHEM., 24,(1985) N 12, 1235-1238
  作者：HIREMATH SHIVAYOGI、 BADAMI PREMA (SMT)、 PUROHIT MURALIDHAR G.

  DOI：——

  日期：——
• US4263304A
  申请人：——

  公开号：US4263304A

  公开（公告）日：1981-04-21
• Hiremath, Shiva Yogi P.; Badami, Prema S.; Purohit, Muralidhar G., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 1235 - 1238
  作者：Hiremath, Shiva Yogi P.、Badami, Prema S.、Purohit, Muralidhar G.

  DOI：——

  日期：——
• Synthesis of some new indolo[2,3-c]isoquinolinyl pyrazoles, -1,3,4-oxadiazoles and their biological activities
  作者：Anand R. Saundane、Vaijinath A. Verma、Katkar Vijaykumar

  DOI：10.1007/s00044-012-0366-6

  日期：2013.8

  A new series of novel compounds [10-substituted 6H, 7H-indolo[2,3-c]isoquinolin-5-one-6-yl]carbohydrazides (3a-c), 1-[10-substituted 6H, 7H-indolo[2,3-c]isoquinolin-5-one-6-yl]fomyl-, -3',5'-dimethylpyrazoles (4a-c), -3',5'-diphenylpyrazoles (5a-c), -3'-methylpyrazol-5'-ones (6a-c) and -1',3',4'-oxidiazole-2'-thiones (7a-c) linked to indoloisoquinoline at position-6 through formyl bridge was prepared. The structures of these newly synthesized compounds were confirmed by their spectral studies and elemental analysis. These compounds have been screened for their antimicrobial and antioxidant activities. Compounds 4a, 4b, 5a, 5b, 5c, 6b, 7a, and 7c exhibited the maximum zone of inhibition against A. niger, A. flavus, and A. fumigatus. Compounds 4a, 5a, 5c, 6b, 6c, 7a, and 7b showed good antibacterial activity. Compounds 4b, 4c, 5b, 5c, 6a, 6b, 7a, 7b, and 7c showed good radical scavenging activity compared with standards.