1-Chlor-11-keto-indeno<1.2-c>isochinolin | 5291-19-0

• 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: 1-Chlor-11-keto-indeno<1.2-c>isochinolin
• 英文别名: 5-chloro-11-oxo-indeno[1,2-c]isoquinoline；5-Chloroindeno[1,2-c]isoquinolin-11-one
• CAS: 5291-19-0
• 化学式: C₁₆H₈ClNO
• 分子量: 265.699
• InChiKey: HOMCJNVRVANJPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Chlor-11-keto-indeno<1.2-c>isochinolin 在 硼烷四氢呋喃络合物 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 n-butyl(11H-indeno[1,2-c]isoquinolin-5-yl)amine
  参考文献：
  名称：

  Design, synthesis and docking study of 5-amino substituted indeno[1,2-c]isoquinolines as novel topoisomerase I inhibitors

  摘要：

  Various 5-amino group-substituted indeno[1,2-c]isoquinolines 7a-f were synthesized based on the previous QSAR study as rigid structures of 3-arylisoquinolines. Amino group-substituted compounds, especially 5-piperazinyl indeno[1,2-c]isoquinoline 7f, displayed potent topoisomerase I inhibitory activity as well as cytotoxicities against five different tumor cell lines. A Surflex-Dock docking model of 7f was also studied. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.064
• 作为产物：
  描述：

  苯并[d]茚并[1,2-b]吡喃-5,11-二酮 在 ammonium hydroxide 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-Chlor-11-keto-indeno<1.2-c>isochinolin
  参考文献：
  名称：

  Design, docking, and synthesis of novel indeno[1,2-c]isoquinolines for the development of antitumor agents as topoisomerase I inhibitors

  摘要：

  An intramolecular radical cyclization reaction of 4-bromo-3-arylisoquinolines 11a-c allowed the efficient synthesis of 11-methylindenoisoquinolines 2a-c. 5-(2-Aminoethylainino)indeno[1,2-c]isoquinolin-11-one 4 was also prepared in the convenient manner. The synthesized compounds were tested in vitro for cytotoxicity and DNA-topoisomerase 1 (top 1) inhibitory activity. The dramatic enhancement of top 1 inhibitory activity of 4 was explained by a docking study using the FlexX program. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.064

文献信息

• [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。
• Methods for treating or preventing erectile dysfunction or urinary incontinence
  申请人：Szabo Csaba

  公开号：US20060019980A1

  公开（公告）日：2006-01-26

  The present invention relates to methods for treating or preventing erectile dysfunction or urinary incontinence, comprising administering to a subject in need thereof an effective amount of a compound of the invention.

  本发明涉及治疗或预防勃起功能障碍或尿失禁的方法，包括向需要的受试者施用本发明的化合物的有效量。
• Isoquinoline derivatives and methods of use thereof
  申请人：Inotek Pharmaceuticals Corporation

  公开号：EP2033645A1

  公开（公告）日：2009-03-11

  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、包含有效量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、缺血性疾病、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损伤、帕金森病或癌症的方法，包括向有需要的动物施用有效量的异喹啉衍生物。
• Substituted indeno[1,2-c]isoquinoline derivatives and uses thereof
  申请人：Inotek Pharmaceuticals Corporation

  公开号：EP2174659A1

  公开（公告）日：2010-04-14

  The invention provides novel classes of substituted indeno[1,2-c]isoquinoline compounds. Pharmaceutical compositions and methods of making and using the compounds are also described.

  本发明提供了新类别的取代茚并[1,2-c]异喹啉化合物。本发明还描述了制造和使用这些化合物的药物组合物和方法。
• SUBSTITUTED INDENO [1,2-C]ISOQUINOLINE DERIVATIVES AND METHODS OF USE THEREOF
  申请人：Inotek Pharmaceuticals Corporation

  公开号：EP1420785B1

  公开（公告）日：2010-04-28