diethyl N-[4-(triazolo[4,3-a]quinoxalin-4-yl)amino]benzoyl-L-glutamate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl N-[4-(triazolo[4,3-a]quinoxalin-4-yl)amino]benzoyl-L-glutamate
• 英文别名: diethyl (2S)-2-[[4-([1,2,4]triazolo[4,3-a]quinoxalin-4-ylamino)benzoyl]amino]pentanedioate
• 化学式: C₂₅H₂₆N₆O₅
• 分子量: 490.519
• InChiKey: BEYYRNTZAPAVPC-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  diethyl N-[4-(triazolo[4,3-a]quinoxalin-4-yl)amino]benzoyl-L-glutamate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以74%的产率得到(2S)-2-[[4-([1,2,4]triazolo[4,3-a]quinoxalin-4-ylamino)benzoyl]amino]pentanedioic acid
  参考文献：
  名称：

  4-Substituted anilino imidazo[1,2-a] and triazolo[4,3-a]quinoxalines. Synthesis and evaluation of in vitro biological activity

  摘要：

  Fifteen imidazo[1,2-a] and [1,2,4]triazolo[4,3-a]quinoxalines were prepared. These compounds bear at position 4 various substituents related to the moieties present in classical and non-classical antifolic agents. And we evaluated in vitro antimicrobial, antiviral and antiproliferative activities. In particular, title compounds were evaluated in vitro against representative strains of Gram-positive and Gram-negative bacteria (S. aureus, Salmonella spp.), mycobacteria (M. fortuitum, M smegmatis ATCC 19420 and M. tuberculosis ATCC 27294), yeast and moulds (C. albicans ATCC 10231 and A. fumigatus). Furthermore, their antiretroviral activity against HIV-1 was determined in MT-4 cells together with cytotoxicity. In these assays title compounds were tested for their capability to prevent MT-4 cell growth. Among the examined series, the compounds 5, 7 and 10 showed cytotoxicity against mock-infected MT-4 cells. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.05.015
• 作为产物：
  描述：

  4-氯[1,2,4]三唑并[4,3-a]喹喔啉 、 N-(4-氨基苯(甲)酰)-L-谷氨酸二乙酯 以 乙醇 为溶剂， 反应 4.0h， 以94%的产率得到diethyl N-[4-(triazolo[4,3-a]quinoxalin-4-yl)amino]benzoyl-L-glutamate
  参考文献：
  名称：

  4-Substituted anilino imidazo[1,2-a] and triazolo[4,3-a]quinoxalines. Synthesis and evaluation of in vitro biological activity

  摘要：

  Fifteen imidazo[1,2-a] and [1,2,4]triazolo[4,3-a]quinoxalines were prepared. These compounds bear at position 4 various substituents related to the moieties present in classical and non-classical antifolic agents. And we evaluated in vitro antimicrobial, antiviral and antiproliferative activities. In particular, title compounds were evaluated in vitro against representative strains of Gram-positive and Gram-negative bacteria (S. aureus, Salmonella spp.), mycobacteria (M. fortuitum, M smegmatis ATCC 19420 and M. tuberculosis ATCC 27294), yeast and moulds (C. albicans ATCC 10231 and A. fumigatus). Furthermore, their antiretroviral activity against HIV-1 was determined in MT-4 cells together with cytotoxicity. In these assays title compounds were tested for their capability to prevent MT-4 cell growth. Among the examined series, the compounds 5, 7 and 10 showed cytotoxicity against mock-infected MT-4 cells. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.05.015

文献信息

• 4-Substituted anilino imidazo[1,2-a] and triazolo[4,3-a]quinoxalines. Synthesis and evaluation of in vitro biological activity
  作者：Paola Corona、Gabriella Vitale、Mario Loriga、Giuseppe Paglietti、Paolo La Colla、Gabriella Collu、Giuseppina Sanna、Roberta Loddo

  DOI：10.1016/j.ejmech.2006.05.015

  日期：2006.9

  Fifteen imidazo[1,2-a] and [1,2,4]triazolo[4,3-a]quinoxalines were prepared. These compounds bear at position 4 various substituents related to the moieties present in classical and non-classical antifolic agents. And we evaluated in vitro antimicrobial, antiviral and antiproliferative activities. In particular, title compounds were evaluated in vitro against representative strains of Gram-positive and Gram-negative bacteria (S. aureus, Salmonella spp.), mycobacteria (M. fortuitum, M smegmatis ATCC 19420 and M. tuberculosis ATCC 27294), yeast and moulds (C. albicans ATCC 10231 and A. fumigatus). Furthermore, their antiretroviral activity against HIV-1 was determined in MT-4 cells together with cytotoxicity. In these assays title compounds were tested for their capability to prevent MT-4 cell growth. Among the examined series, the compounds 5, 7 and 10 showed cytotoxicity against mock-infected MT-4 cells. (c) 2006 Elsevier SAS. All rights reserved.