indeno[1,2-c]isoquinoline | 238-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: indeno[1,2-c]isoquinoline
• 英文别名: 11H-indeno[1,2-c]isoquinoline；1,2-Benzo-4-aza-fluoren；11H-Indeno<1.2-c>isochinolin
• CAS: 238-92-6
• 化学式: C₁₆H₁₁N
• 分子量: 217.27
• InChiKey: CVBPOLXDFLTAGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  indeno[1,2-c]isoquinoline 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以94%的产率得到11-oxoindeno[1,2-c]isoquinoline
  参考文献：
  名称：

  Concise Synthesis of Azafluorenone and Its Application to Indeno[1,2-c]isoquinolone

  摘要：

  The total synthesis of azafluorenone alkaloid, an onychine isolated from Onychopetalum amazonicum, was newly achieved by constructing an azafluorene framework using thermal electrocyclization of the aza 6 pi-electron system. This methodology was applied for the synthesis of indeno[1,2-c]isoquinolones as an attractive scaffold for developing anticancer agents.

  DOI：

  10.3987/com-18-s(t)26
• 作为产物：
  描述：

  1H-inden-2-yl trifluoromethanesulfonate 在 sodium acetate 、 palladium diacetate 、 三(邻甲基苯基)磷 、 barium(II) hydroxide 作用下， 以 乙二醇二甲醚 、 二苯醚 、 乙醇 、 水 为溶剂， 反应 4.75h， 生成 indeno[1,2-c]isoquinoline
  参考文献：
  名称：

  Concise Synthesis of Azafluorenone and Its Application to Indeno[1,2-c]isoquinolone

  摘要：

  The total synthesis of azafluorenone alkaloid, an onychine isolated from Onychopetalum amazonicum, was newly achieved by constructing an azafluorene framework using thermal electrocyclization of the aza 6 pi-electron system. This methodology was applied for the synthesis of indeno[1,2-c]isoquinolones as an attractive scaffold for developing anticancer agents.

  DOI：

  10.3987/com-18-s(t)26

文献信息

• Isoquinoline derivatives and methods of use thereof
  申请人：——

  公开号：US20040039009A1

  公开（公告）日：2004-02-26

  The invention provides novel classes of Isoquinoline Derivatives. Pharmaceutical compositions and methods of making and using the compounds, are also described.

  这项发明提供了新型的异喹啉衍生物。还描述了制备和使用这些化合物的药物组合物和方法。
• [EN] ISOQUINOLINE DERIVATIVES AND METHODS OF USE THEREOF<br/>[FR] DERIVES D'ISOQUINOLINE ET METHODES D'UTILISATION
  申请人：INOTEK PHARMACEUTICALS CORP

  公开号：WO2005082368A1

  公开（公告）日：2005-09-09

  The present invention relates to Isoquinoline Derivatives, compositions comprising an effective amount of a Isoquinoline Derivative and methods for treating or preventing an inflammatory disease, a reperfusion injury, an ischemic condition, renal failure, diabetes, a diabetic complication, a vascular disease other than a cardiovascular disease, cardiovascular disease, reoxygenation injury resulting from organ transplantation, Parkinson's disease, or cancer, comprising administering to an animal in need thereof an effective amount of a Isoquinoline Derivative.

  本发明涉及异喹啉衍生物，包括含有有效量的异喹啉衍生物的组合物，以及用于治疗或预防炎症性疾病、再灌注损伤、缺血状况、肾衰竭、糖尿病、糖尿病并发症、心血管疾病以外的血管疾病、心血管疾病、器官移植导致的再氧化损伤、帕金森病或癌症的方法，包括向需要此的动物施用有效量的异喹啉衍生物。
• [EN] AZAINDENOISOQUINOLINE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS D'AZAINDÉNOISOQUINOLINE ET LEURS UTILISATIONS
  申请人：PURDUE RESEARCH FOUNDATION

  公开号：WO2018118852A1

  公开（公告）日：2018-06-28

  Tyrosyl-DNA Phosphodiesterases 1 and 2 (Tdp1 and Tdp2) can repair damaged DNA resulting from topoisomerase inhibitors and a variety of other DNA-damaging agents. Both Tdp1 and Tdp2 inhibition could hypothetically potentiate the cytotoxicities of topoisomerase inhibitors. Series of 7-azaindenoisoquinolines that act as triple inhibitors of Top1, Tdp1 and Tdp2 are disclosed. Also described are methods for treating patients of a cancer using the disclosed azaindenoisoquinoline compounds or a pharmaceutical formulation thereof.

  酪氨酸-DNA磷酸二酯酶1和2（Tdp1和Tdp2）可以修复由拓扑异构酶抑制剂和各种其他损伤DNA的药物引起的受损DNA。Tdp1和Tdp2的抑制理论上可能增强拓扑异构酶抑制剂的细胞毒性。公开了一系列作为Top1、Tdp1和Tdp2的三重抑制剂的7-氮杂吲哚异喹啉类化合物。还描述了使用公开的氮杂吲哚异喹啉类化合物或其药物制剂来治疗癌症患者的方法。
• Synthesis of Indenoisoquinoliniums and Methods of Use
  申请人：Cushman Mark S.

  公开号：US20080242692A1

  公开（公告）日：2008-10-02

  Substituted indenoisoquinolinium compounds, and pharmaceutical formulations of substituted indenoisoquinolinium compounds are described. Also described are processes for preparing substituted indenoisoquinolinium compounds. Also described are methods for treating cancer in mammals using the described substituted indenoisoquinolinium compounds or pharmaceutical formulations thereof.

  描述了取代的茚喹啉化合物，以及取代的茚喹啉化合物的制药配方。还描述了制备取代的茚喹啉化合物的方法。还描述了使用所述的取代的茚喹啉化合物或其制药配方来治疗哺乳动物癌症的方法。
• Isoquinoline compounds and methods of use thereof
  申请人：Jagtap Prakash

  公开号：US20060287313A1

  公开（公告）日：2006-12-21

  The present invention relates to Isoquinoline Compounds, compositions comprising an effective amount of an Isoquinoline Compound and methods for treating or preventing an inflammatory disease, a reperfusion injury, diabetes, a diabetic complication, reoxygenation injury resulting from organ transplantation, an ischemic condition, Parkinson's disease, renal failure, a vascular disease, or cancer, comprising administering to a subject in need thereof an effective amount of an Isoquinoline Compound.

  本发明涉及异喹啉化合物，包括有效量异喹啉化合物的组合物，以及用于治疗或预防炎症性疾病、再灌注损伤、糖尿病、糖尿病并发症、器官移植引起的再氧化损伤、缺血状况、帕金森病、肾衰竭、血管疾病或癌症的方法，包括向需要的受试者施用有效量的异喹啉化合物。