2-[3-quinoxalin-2(1H)-one] acetic acid | 30403-15-7

• 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: 2-[3-quinoxalin-2(1H)-one] acetic acid
• 英文别名: 2-Quinoxalineacetic acid, 3,4-dihydro-3-oxo-；2-(3-oxo-4H-quinoxalin-2-yl)acetic acid
• CAS: 30403-15-7
• 化学式: C₁₀H₈N₂O₃
• 分子量: 204.185
• InChiKey: ZEGCQMSOBZMZPA-UHFFFAOYSA-N

物化性质

• 熔点：
  211-213 °C(Solv: ethanol (64-17-5))
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  78.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  草酰乙酸 、 邻苯二胺 在 蔗糖 作用下， 以 水 为溶剂， 反应 72.0h， 以95%的产率得到2-[3-quinoxalin-2(1H)-one] acetic acid
  参考文献：
  名称：

  Synthesis of potential chemotherapic quinoxalinone derivatives by biocatalysis or microwave-assisted Hinsberg reaction

  摘要：

  In recent years, great efforts have been dedicated to the design of compounds acting as selective inhibitors of the HIV-1 reverse transcriptase (RT). Due to the promissory results previously attained with some quinoxaline derivatives, we aimed to improve the specific standard Hinsberg synthetic pathway by means of biocatalysis or microwave (MW) irradiation. Both techniques rendered the products in very good yields. However, employing the microwave-assisted organic synthesis (MAOS), in the absence of solvent, the same reactions may be completed in minutes. Some of these quinoxalmone derivatives exhibited good inhibitor activity against some human tumoral cells and the lymphoma related to HIV-1. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.204

文献信息

• CHEMICAL COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1478624A1

  公开（公告）日：2004-11-24
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2003068743A1

  公开（公告）日：2003-08-21

  The invention provides compounds of formula (I):[Chemical formula should be inserted here. Please see paper copy]wherein: X is CH2, O, S(O)2 or NR10; Y is a bond, CH2, NR35, CH2NH, CH2NHC(O), CH(OH), CH(NHCOR33), CH(NHSO2R34), CH2O or CH2S; Z isC(O), or when Y is a bond Z can also be S(O)2; R1 is optionally substituted aryl,optionally substituted heterocyclyl or C4-6 cycloalkyl fused to a benzene ring; and R2, R3, R4, R5, R6, R7 and R8, R9, R10, R32, R33, R34 and R35 are as defined herein;are modulators of chemokine (especially CCR3) activity (for use in, for example,treating asthma). The invention also provides a process for making 4-(3,4-dichlorophenoxy)piperidine, which is useful as an intermediate for making certain compounds of the invention.
• Synthesis of potential chemotherapic quinoxalinone derivatives by biocatalysis or microwave-assisted Hinsberg reaction
  作者：Javier Gris、Romina Glisoni、Lucas Fabian、Beatriz Fernández、Albertina G. Moglioni

  DOI：10.1016/j.tetlet.2007.11.204

  日期：2008.2

  In recent years, great efforts have been dedicated to the design of compounds acting as selective inhibitors of the HIV-1 reverse transcriptase (RT). Due to the promissory results previously attained with some quinoxaline derivatives, we aimed to improve the specific standard Hinsberg synthetic pathway by means of biocatalysis or microwave (MW) irradiation. Both techniques rendered the products in very good yields. However, employing the microwave-assisted organic synthesis (MAOS), in the absence of solvent, the same reactions may be completed in minutes. Some of these quinoxalmone derivatives exhibited good inhibitor activity against some human tumoral cells and the lymphoma related to HIV-1. (c) 2007 Elsevier Ltd. All rights reserved.