7-bromo-8-fluoro-5H-imidazo[1,5-a]quinoxalin-4-one | 357647-53-1

• 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: 7-bromo-8-fluoro-5H-imidazo[1,5-a]quinoxalin-4-one
• CAS: 357647-53-1
• 化学式: C₁₀H₅BrFN₃O
• 分子量: 282.072
• InChiKey: MCMIIUYIBPYEGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-bromo-8-fluoro-5H-imidazo[1,5-a]quinoxalin-4-one 在 sodium hydride 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 二甲基亚砜 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 生成 N'-(4-Chloro-8-methoxy-imidazo[1,5-a]quinoxalin-7-yl)-N,N-dimethyl-ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis and SAR of novel imidazoquinoxaline-Based Lck inhibitors: improvement of cell potency

  摘要：

  A series of anilino(imidazoquinoxaline) analogues bearing solubilizing side chains at the 6- and 7-positions of the fused phenyl ring has been prepared and evaluated for inhibition against Lck enzyme and of T-cell proliferation. Significant improvement of the cellular activity was achieved over the initial lead, compound 2. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00677-7
• 作为产物：
  描述：

  5-溴-2,4-二氟苯胺 在 sodium hexamethyldisilazane 、 2,4-滴二甲胺盐 、 potassium carbonate 作用下， 生成 7-bromo-8-fluoro-5H-imidazo[1,5-a]quinoxalin-4-one
  参考文献：
  名称：

  Synthesis and SAR of novel imidazoquinoxaline-Based Lck inhibitors: improvement of cell potency

  摘要：

  A series of anilino(imidazoquinoxaline) analogues bearing solubilizing side chains at the 6- and 7-positions of the fused phenyl ring has been prepared and evaluated for inhibition against Lck enzyme and of T-cell proliferation. Significant improvement of the cellular activity was achieved over the initial lead, compound 2. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00677-7

文献信息

• Synthesis of imidazo[1,5-a]quinoxalin-4(5H)-one template via a novel intramolecular cyclization process
  作者：Derek Norris、Ping Chen、Joel C Barrish、Jagabandhu Das、Robert Moquin、Bang-Chi Chen、Peng Guo

  DOI：10.1016/s0040-4039(01)00698-0

  日期：2001.6

  A novel, efficient, and regiospecific method for the construction of the imidazo[1,5-a]quinoxalin-4(5H)-one template is described. The key reaction involves an intramolecular cyclization process and provides the desired products in excellent yield.

  描述了一种新颖，有效且针对区域的方法，用于构建咪唑并[1,5 - a ]喹喔啉-4（5 H）-one模板。关键反应涉及分子内环化过程，并以优异的产率提供所需的产物。
• Synthesis and SAR of novel imidazoquinoxaline-Based Lck inhibitors: improvement of cell potency
  作者：Ping Chen、Edwin J. Iwanowicz、Derek Norris、Henry H. Gu、James Lin、Robert V. Moquin、Jagabandhu Das、John Wityak、Steven H. Spergel、Henry de Fex、Suhong Pang、Sydney Pitt、Ding Ren Shen、Gary L. Schieven、Joel C. Barrish

  DOI：10.1016/s0960-894x(02)00677-7

  日期：2002.11

  A series of anilino(imidazoquinoxaline) analogues bearing solubilizing side chains at the 6- and 7-positions of the fused phenyl ring has been prepared and evaluated for inhibition against Lck enzyme and of T-cell proliferation. Significant improvement of the cellular activity was achieved over the initial lead, compound 2. (C) 2002 Elsevier Science Ltd. All rights reserved.