N-[5,6-dihydro-5-oxo-indeno[1,2-c]isoquinolin-8-yl]-2-chloroacetamide | 864063-23-0

• 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: N-[5,6-dihydro-5-oxo-indeno[1,2-c]isoquinolin-8-yl]-2-chloroacetamide
• 英文别名: N-[5,6-Dihydro-5-oxo-indeno[1,2-c]isoquinolin-8-yl]-2-chloro-acetamide；2-chloro-N-(5-oxo-6,11-dihydroindeno[1,2-c]isoquinolin-8-yl)acetamide
• CAS: 864063-23-0
• 化学式: C₁₈H₁₃ClN₂O₂
• 分子量: 324.766
• InChiKey: OKYIYFMBMMHUBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[5,6-dihydro-5-oxo-indeno[1,2-c]isoquinolin-8-yl]-2-chloroacetamide 、 N-甲基哌嗪 在 2-(4-Methyl-piperazin-1-yl)-N-(5-oxo-5,11-dihydro-6H-indeno[1,2-c]isoquinolin-8-yl)-acetamide 作用下， 以 甲醇 为溶剂， 生成 2-(4-Methyl-piperazin-1-yl)-N-(5-oxo-5,11-dihydro-6H-indeno[1,2-c]isoquinolin-8-yl)-acetamide
  参考文献：
  名称：

  Isoquinoline compounds and methods of use thereof

  摘要：

  本发明涉及异喹啉化合物、包含有效量异喹啉化合物的组合物以及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、缺血性疾病、帕金森病、肾衰竭、血管疾病或癌症的方法，包括向需要的受体中施加有效量的异喹啉化合物。

  公开号：

  US20060287313A1
• 作为产物：
  描述：

  5,6-dihydro-5-oxo-8-nitro-indeno[1,2-c]isoquinoline 在 palladium on activated charcoal 、 ammonium formate 、 碳酸氢钠 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-[5,6-dihydro-5-oxo-indeno[1,2-c]isoquinolin-8-yl]-2-chloroacetamide
  参考文献：
  名称：

  Discovery of Potent Poly(ADP-ribose) Polymerase-1 Inhibitors from the Modification of Indeno[1,2-c]isoquinolinone

  摘要：

  Novel indeno[1,2-c]isoquinolinone derivatives were synthesized and evaluated as inhibitors of the nuclear enzyme poly(ADP-ribose) polymerase-1 (PARP-1). These potent nonmutagenic PARP-1 inhibitors possess an additional five-membered ring between the B and C rings of 6(5H)-phenanthridinone. The most potent PARP-1 inhibitors were obtained from the substitution of the D ring at the C-9 position, in particular sulfonamide and N-acyl analogues (6 and 11). The 9-sulfonamide analogues 11a and 12a exhibited IC50 values of 1 and 10 nM, respectively.

  DOI：

  10.1021/jm0502891

文献信息

• 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。
• Discovery of Potent Poly(ADP-ribose) Polymerase-1 Inhibitors from the Modification of Indeno[1,2-<i>c</i>]isoquinolinone
  作者：Prakash G. Jagtap、Erkan Baloglu、Garry J. Southan、Jon G. Mabley、Hongshan Li、Jing Zhou、John van Duzer、Andrew L. Salzman、Csaba Szabó

  DOI：10.1021/jm0502891

  日期：2005.8.1

  Novel indeno[1,2-c]isoquinolinone derivatives were synthesized and evaluated as inhibitors of the nuclear enzyme poly(ADP-ribose) polymerase-1 (PARP-1). These potent nonmutagenic PARP-1 inhibitors possess an additional five-membered ring between the B and C rings of 6(5H)-phenanthridinone. The most potent PARP-1 inhibitors were obtained from the substitution of the D ring at the C-9 position, in particular sulfonamide and N-acyl analogues (6 and 11). The 9-sulfonamide analogues 11a and 12a exhibited IC50 values of 1 and 10 nM, respectively.