N-[2-(furan-2-yl)-[1,2,4]triazolo[1,5-a]quinoxalin-4-yl]thiophene-2-carboxamide | 1018830-91-5

• 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: N-[2-(furan-2-yl)-[1,2,4]triazolo[1,5-a]quinoxalin-4-yl]thiophene-2-carboxamide
• CAS: 1018830-91-5
• 化学式: C₁₈H₁₁N₅O₂S
• 分子量: 361.384
• InChiKey: KKEVFJDNPFXUQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-噻吩甲酰氯 、 4-amino-2-(2'-furyl)-1,2,4-triazolo[1,5-a]quinoxaline 在 吡啶 作用下， 以18%的产率得到N-[2-(furan-2-yl)-[1,2,4]triazolo[1,5-a]quinoxalin-4-yl]thiophene-2-carboxamide
  参考文献：
  名称：

  Synthesis, adenosine receptor binding and 3D-QSAR of 4-substituted 2-(2′-furyl)-1,2,4-triazolo[1,5-a]quinoxalines

  摘要：

  A collection of 25 2-(2'-furyl)-1,2,4-triazolo[1,5-a]quinoxalines incorporating different substitution patterns at position 4 have been synthesized and their binding affinity towards human adenosine receptors (hA1, hA(2A), hA(2B) and hA(3)) was determinated. The biological data show that several potent at hA1, but lightly selective, adenosine ligands were identified. Moreover, these results confirmed the hypothesis that the structural modi. cations carried out on the 4-position of the tricyclic system produces a remarkable modi. cation of the adenosine receptorial pro. le. A 3D-QSAR modelling study (GRIND/ALMOND methodology) performed on the hA(1) data gave further support to the pharmacological results, and it is presented as a useful tool for the future design of ligands with better pharmacological profiles. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.103

文献信息

• Synthesis, adenosine receptor binding and 3D-QSAR of 4-substituted 2-(2′-furyl)-1,2,4-triazolo[1,5-a]quinoxalines
  作者：Ana Martínez、Hugo Gutiérrez-de-Terán、José Brea、Enrique Raviña、Maria Isabel Loza、Maria Isabel Cadavid、Ferran Sanz、Bernat Vidal、Victor Segarra、Eddy Sotelo

  DOI：10.1016/j.bmc.2007.10.103

  日期：2008.2.15

  A collection of 25 2-(2'-furyl)-1,2,4-triazolo[1,5-a]quinoxalines incorporating different substitution patterns at position 4 have been synthesized and their binding affinity towards human adenosine receptors (hA1, hA(2A), hA(2B) and hA(3)) was determinated. The biological data show that several potent at hA1, but lightly selective, adenosine ligands were identified. Moreover, these results confirmed the hypothesis that the structural modi. cations carried out on the 4-position of the tricyclic system produces a remarkable modi. cation of the adenosine receptorial pro. le. A 3D-QSAR modelling study (GRIND/ALMOND methodology) performed on the hA(1) data gave further support to the pharmacological results, and it is presented as a useful tool for the future design of ligands with better pharmacological profiles. (c) 2008 Elsevier Ltd. All rights reserved.