2-bromo-3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5-(1H)-one | 283173-69-3

• 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: 2-bromo-3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5-(1H)-one
• 英文别名: 3-bromo-2,6-diazatricyclo[6.3.1.04,12]dodeca-1(11),3,8(12),9-tetraen-7-one
• CAS: 283173-69-3
• 化学式: C₁₀H₇BrN₂O
• 分子量: 251.082
• InChiKey: SMQBDMFORQBOIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5-(1H)-one 在 盐酸 、 四(三苯基膦)钯 、 sodium cyanoborohydride 、 sodium carbonate 、 lithium chloride 、 zinc(II) chloride 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 120.0h， 生成 2-(4-Dimethylaminomethyl-phenyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]isoquinolin-5-one
  参考文献：
  名称：

  Novel Tricyclic Poly(ADP-ribose) Polymerase-1 Inhibitors with Potent Anticancer Chemopotentiating Activity:  Design, Synthesis, and X-ray Cocrystal Structure

  摘要：

  A series of novel compounds have been designed that are potent inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1), and the activity and physical properties have been characterized. The new structural classes, 3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-6-ones and 3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5-(1H)-ones, have conformationally locked benzamide cores that specifically interact with the PARP-1 protein. The compounds have been evaluated with in vitro cellular assays that measure the ability of the PARP-1 inhibitors to enhance the effect of cytotoxic agents against cancer cell lines.

  DOI：

  10.1021/jm020259n
• 作为产物：
  描述：

  1,3-二氢吡咯并[4,3,2-de]异喹啉-5(4H)-酮 在 pyridinium hydrobromide perbromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以54%的产率得到2-bromo-3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5-(1H)-one
  参考文献：
  名称：

  Novel Tricyclic Poly(ADP-ribose) Polymerase-1 Inhibitors with Potent Anticancer Chemopotentiating Activity:  Design, Synthesis, and X-ray Cocrystal Structure

  摘要：

  A series of novel compounds have been designed that are potent inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1), and the activity and physical properties have been characterized. The new structural classes, 3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-6-ones and 3,4-dihydropyrrolo[4,3,2-de]isoquinolin-5-(1H)-ones, have conformationally locked benzamide cores that specifically interact with the PARP-1 protein. The compounds have been evaluated with in vitro cellular assays that measure the ability of the PARP-1 inhibitors to enhance the effect of cytotoxic agents against cancer cell lines.

  DOI：

  10.1021/jm020259n

文献信息

• Tricyclic inhibitors of poly(ADP-ribose) polymerases
  申请人：Agouron Pharmaceuticals, Inc.

  公开号：US06495541B1

  公开（公告）日：2002-12-17

  Compounds of the formula below are poly(ADP-ribosyl)transferase (PARP) inhibitors, and are useful as therapuetics in treatment of cancers and the amelioration of the effects of stroke, head trauma, and nuerodegenerative disease. As cancer therapuetics, the compounds of the invention may be used, e.g., in combination with cytotoxic agents and/or radiation.

  以下公式化合物是聚(ADP核糖基)转移酶（PARP）抑制剂，可用于治疗癌症并改善中风、头部创伤和神经退行性疾病的影响。作为癌症治疗药物，本发明的化合物可与细胞毒性药物和/或放射线结合使用。
• Pharmaceutical Compositions and Method for Treating, Reducing, Ameliorating, Alleviating, or Preventing Dry Eye
  申请人：Zhang Jinzhong

  公开号：US20080305994A1

  公开（公告）日：2008-12-11

  A composition for treating, reducing, ameliorating, alleviating, or preventing a dry eye condition or an opthalmologic disorder that has an etiology in inflammation comprises an inhibitor of activity of poly(ADP-ribose) polymerase (“PARP”). The composition can also include a modulator of pro-inflammatory gene expression.
• US6495541B1
  申请人：——

  公开号：US6495541B1

  公开（公告）日：2002-12-17
• US6977298B2
  申请人：——

  公开号：US6977298B2

  公开（公告）日：2005-12-20
• US7429578B2
  申请人：——

  公开号：US7429578B2

  公开（公告）日：2008-09-30