8-((cyclopropylamino)methyl)pyrrolo[1,2-a]quinoxalin-4(5H)-one | 1036726-01-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 8-((cyclopropylamino)methyl)pyrrolo[1,2-a]quinoxalin-4(5H)-one
• 英文别名: 8-[(cyclopropylamino)methyl]-5H-pyrrolo[1,2-a]quinoxalin-4-one
• CAS: 1036726-01-8
• 化学式: C₁₅H₁₅N₃O
• 分子量: 253.304
• InChiKey: LHTGYYKFWBHLFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-((cyclopropylamino)methyl)pyrrolo[1,2-a]quinoxalin-4(5H)-one 、 甲基磺酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 N-cyclopropyl-N-[(4-oxo-4,5-dihydropyrrolo[1,2-a]quinoxalin-8-yl)methyl]methanesulfonamide
  参考文献：
  名称：

  INHIBITORS OF POLY(ADP-RIBOSE)POLYMERASE

  摘要：

  抑制聚(ADP-核糖)聚合酶的抑制剂，制备方法以及使用它们治疗患者的方法被披露。

  公开号：

  US20080161292A1
• 作为产物：
  描述：

  、 环丙胺 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 生成 8-((cyclopropylamino)methyl)pyrrolo[1,2-a]quinoxalin-4(5H)-one
  参考文献：
  名称：

  Synthesis and SAR of novel tricyclic quinoxalinone inhibitors of poly(ADP-ribose)polymerase-1 (PARP-1)

  摘要：

  Based on screening hit 1, a series of tricyclic quinoxalinones have been designed and evaluated for inhibition of PARP-1. Substitutions at the 7- and 8-positions of the quinoxalinone ring led to a number of compounds with good enzymatic and cellular potency. The tricyclic quinoxalinone class is sensitive to modifications of both the amine substituent and the tricyclic core. The synthesis and structure-activity relationship studies are presented.

  DOI：

  10.1016/j.bmcl.2009.06.016

文献信息

• Pyrroloquinoxalinone inhibitors of poly(ADP-ribose)polymerase
  申请人：Abbott Laboratories

  公开号：US07790721B2

  公开（公告）日：2010-09-07

  Compounds of formula I where X is a bond; A1 and A2, together with the atoms to which they are attached, is pyrrole; and A3 and A4, together with the atoms to which they are attached, are benzene; are poly(ADP-ribose)polymerase inhibitors. The compounds of formula I are useful for the treatment of diseases such as cancer.

  化合物的化学式为I，其中X为键；A1和A2与它们连接的原子一起为吡咯；A3和A4与它们连接的原子一起为苯；这些化合物是聚(ADP核糖)聚合酶抑制剂。化合物I的用途包括治疗癌症等疾病。
• US7790721B2
  申请人：——

  公开号：US7790721B2

  公开（公告）日：2010-09-07
• [EN] INHIBITORS OF POLY(ADP-RIBOSE)POLYMERASE<br/>[FR] INHIBITEURS DE POLY(ADP-RIBOSE)POLYMÉRASE
  申请人：ABBOTT LAB

  公开号：WO2008082887A2

  公开（公告）日：2008-07-10

  [EN] Inhibitors of poly(ADP-ribose)polymerase, ways to make them and methods of treating patients using them are disclosed.
  [FR] L'invention concerne des inhibiteurs de poly(ADP-ribose)polymérase, leurs procédés de fabrication et les procédés de traitement de patients les utilisant.
• INHIBITORS OF POLY(ADP-RIBOSE)POLYMERASE
  申请人：Giranda Vincent L.

  公开号：US20080161292A1

  公开（公告）日：2008-07-03

  Inhibitors of poly(ADP-ribose)polymerase, ways to make them and methods of treating patients using them are disclosed.

  抑制聚(ADP-核糖)聚合酶的抑制剂，制备方法以及使用它们治疗患者的方法被披露。
• Synthesis and SAR of novel tricyclic quinoxalinone inhibitors of poly(ADP-ribose)polymerase-1 (PARP-1)
  作者：Julie Miyashiro、Keith W. Woods、Chang H. Park、Xuesong Liu、Yan Shi、Eric F. Johnson、Jennifer J. Bouska、Amanda M. Olson、Yan Luo、Elizabeth H. Fry、Vincent L. Giranda、Thomas D. Penning

  DOI：10.1016/j.bmcl.2009.06.016

  日期：2009.8

  Based on screening hit 1, a series of tricyclic quinoxalinones have been designed and evaluated for inhibition of PARP-1. Substitutions at the 7- and 8-positions of the quinoxalinone ring led to a number of compounds with good enzymatic and cellular potency. The tricyclic quinoxalinone class is sensitive to modifications of both the amine substituent and the tricyclic core. The synthesis and structure-activity relationship studies are presented.