2-Methyl-3-carboxy-tert-butyl-amido-chinoxalin-N,N-dioxid | 23696-27-7

• 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-Methyl-3-carboxy-tert-butyl-amido-chinoxalin-N,N-dioxid
• 英文别名: 3-methyl-1,4-dioxy-quinoxaline-2-carboxylic acid tert-butylamide；2-N-(t-butyl)Carbamyl-3-Methylquinoxaline-di-N-Oxide；N-tert-butyl-3-methyl-1,4-dioxido-quinoxaline-1,4-diium-2-carboxamide；N-tert-butyl-3-methyl-4-oxido-1-oxoquinoxalin-1-ium-2-carboxamide
• CAS: 23696-27-7
• 化学式: C₁₄H₁₇N₃O₃
• 分子量: 275.307
• InChiKey: IRFUMXOKUWUSNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯并呋咱 、 N-叔丁基乙酰乙酰胺 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以5%的产率得到2-Methyl-3-carboxy-tert-butyl-amido-chinoxalin-N,N-dioxid
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of new quinoxaline-2-carboxamide 1,4-di-N-Oxide derivatives

  摘要：

  As a continuation of our research and with the aim of obtaining new antituberculosis agents which can improve the current chemotherapeutic antituberculosis treatments, new series of quinoxaline-2-carboxamide 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis strain H(37)Rv, using the radiometric BACTEC 460-TB methodology. Active compounds were also screened by serial dilution to assess toxicity to a VERO cell line. The results indicate that some compounds exhibited a good antituberculosis activity and the arylearboxamide analogues 3, 8, and 9 were the most active compounds (EC90/MICI). Also, the cytotoxic effects indicate that these compounds have a good Selectivity Index (SI). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00119-6

文献信息

• US4343942A
  申请人：——

  公开号：US4343942A

  公开（公告）日：1982-08-10
• US4866175A
  申请人：——

  公开号：US4866175A

  公开（公告）日：1989-09-12
• Synthesis and antimycobacterial activity of new quinoxaline-2-carboxamide 1,4-di-N-Oxide derivatives
  作者：Belén Zarranz、Andrés Jaso、Ignacio Aldana、Antonio Monge

  DOI：10.1016/s0968-0896(03)00119-6

  日期：2003.5

  As a continuation of our research and with the aim of obtaining new antituberculosis agents which can improve the current chemotherapeutic antituberculosis treatments, new series of quinoxaline-2-carboxamide 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis strain H(37)Rv, using the radiometric BACTEC 460-TB methodology. Active compounds were also screened by serial dilution to assess toxicity to a VERO cell line. The results indicate that some compounds exhibited a good antituberculosis activity and the arylearboxamide analogues 3, 8, and 9 were the most active compounds (EC90/MICI). Also, the cytotoxic effects indicate that these compounds have a good Selectivity Index (SI). (C) 2003 Elsevier Science Ltd. All rights reserved.