6,7-dimethyl-3-methylquinoxaline-2-carboxaldehyde-1,4-di-N-oxide | 1301603-64-4

• 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: 6,7-dimethyl-3-methylquinoxaline-2-carboxaldehyde-1,4-di-N-oxide
• CAS: 1301603-64-4
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: UDUAQZYRHGQMQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.95
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  异烟肼 、 6,7-dimethyl-3-methylquinoxaline-2-carboxaldehyde-1,4-di-N-oxide 在 sodium metabisulfite 作用下， 以 四氢呋喃 为溶剂， 生成 6,7-dimethyl-3-methyl-1,4-dioxy-quinoxaline-2-ylmethylene hydrazide isonicotinic acid
  参考文献：
  名称：

  New 1,4-di-N-oxide-quinoxaline-2-ylmethylene isonicotinic acid hydrazide derivatives as anti-Mycobacterium tuberculosis agents

  摘要：

  The increase in the prevalence of drug-resistant tuberculosis cases demonstrates the need of discovering new and promising compounds with antimycobacterial activity. As a continuation of our research and with the aim of identifying new antitubercular drugs candidates, a new series of quinoxaline 1,4-di-N-oxide derivatives containing isoniazid was synthesized and evaluated for in vitro anti-tuberculosis activity against Mycobacterium tuberculosis H37Rv strain. Moreover, various drug-like properties of new compounds were predicted. Taking into account the biological results and the promising drug-likeness profile of these compounds, make them valid leads for further experimental research. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.072
• 作为产物：
  描述：

  在 吗啉 、 selenium(IV) oxide 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 6,7-dimethyl-3-methylquinoxaline-2-carboxaldehyde-1,4-di-N-oxide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of New Quinoxaline Derivatives as Antioxidant and Anti-Inflammatory Agents

  摘要：

  We report the synthesis, anti‐inflammatory, and antioxidant activities of novel quinoxaline and quinoxaline 1,4‐di‐N‐oxide derivatives. Microwave‐assisted methods have been used to optimize reaction times and to improve yields. The tested compounds presented important scavenging activities and promising in vitro inhibition of soybean lipoxygenase (LOX). Two of the best LOX inhibitors (compounds 7b and 8f) were evaluated as in vivo anti‐inflammatory agents using the carrageenin‐induced edema model. One of them (compound 7b) showed important in vivo anti‐inflammatory effect (41%) similar to that of indomethacin (47%) used as the reference drug.

  DOI：

  10.1111/j.1747-0285.2011.01076.x

文献信息

• Synthesis, Biological Evaluation and Structure-Activity Relationships of New Quinoxaline Derivatives as Anti-Plasmodium falciparum Agents
  作者：Ana Gil、Adriana Pabón、Silvia Galiano、Asunción Burguete、Silvia Pérez-Silanes、Eric Deharo、Antonio Monge、Ignacio Aldana

  DOI：10.3390/molecules19022166

  日期：——

  We report the synthesis and antimalarial activities of eighteen quinoxaline and quinoxaline 1,4-di-N-oxide derivatives, eight of which are completely novel. Compounds 1a and 2a were the most active against Plasmodium falciparum strains. Structure-activity relationships demonstrated the importance of an enone moiety linked to the quinoxaline ring.

  我们报道了十八种喹喔啉和喹喔啉1,4-双-N-氧化物衍生物的合成及其抗疟活性，其中八种是完全新颖的。化合物1a和2a对恶性�隆疟原虫株表现出最强的活性。结构-活性关系表明，与喹喔啉环相连的烯酮部分的重要性。