| 90792-57-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 90792-57-7
• 化学式: C₈H₉N₅O₃
• 分子量: 223.191
• InChiKey: QMHOPSDNNBBVLH-UHFFFAOYSA-N

物化性质

• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.49
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  136.64
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  A structure–activity relationship study of 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues on anti-thymidine phosphorylase and associated anti-angiogenic activities

  摘要：

  Thirty-three 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues were designed and synthesized which contained different substituents at meta- and/or para-positions of 2-phenyl or 2-benzyl ring attached to the fused ring structure. The preliminary pharmacological evaluation demonstrated that the 5-thioxo analogues of 1,2,4-triazolo[1,5-a][1,3,5]triazine exhibited a varying degree of inhibitory activity towards thymidine phosphorylase, comparable or better than reference compound, 7-Deazaxanthine (7-DX, 2) (IC50 value = 42.63 mu M). Moreover, compounds 5q and 6i displayed a mixed-type of inhibitory mechanism in the presence of variable concentrations of thymidine (dThd). In addition, selected compounds were found to have a noticeable inhibitory effect on the expression of angiogenesis markers, including VEGF and MMP-9 in MDA-MB-231 breast cancer cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.051
• 作为产物：
  描述：

  肼甲酰亚胺酰胺一氯化氢 、 间硝基苯甲酰氯 在 sodium hydroxide 作用下， 反应 0.33h， 生成
  参考文献：
  名称：

  A structure–activity relationship study of 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues on anti-thymidine phosphorylase and associated anti-angiogenic activities

  摘要：

  Thirty-three 1,2,4-triazolo[1,5-a][1,3,5]triazin-5,7-dione and its 5-thioxo analogues were designed and synthesized which contained different substituents at meta- and/or para-positions of 2-phenyl or 2-benzyl ring attached to the fused ring structure. The preliminary pharmacological evaluation demonstrated that the 5-thioxo analogues of 1,2,4-triazolo[1,5-a][1,3,5]triazine exhibited a varying degree of inhibitory activity towards thymidine phosphorylase, comparable or better than reference compound, 7-Deazaxanthine (7-DX, 2) (IC50 value = 42.63 mu M). Moreover, compounds 5q and 6i displayed a mixed-type of inhibitory mechanism in the presence of variable concentrations of thymidine (dThd). In addition, selected compounds were found to have a noticeable inhibitory effect on the expression of angiogenesis markers, including VEGF and MMP-9 in MDA-MB-231 breast cancer cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.06.051

文献信息

• Novel imidazo[1,2,4] triazole derivatives: Synthesis, fluorescence, bioactivity for SHP1
  作者：Xue Yan、Chun Zhang、Li-Xin Gao、Min-Min Liu、Yu-Ting Yang、Li-Jie Yu、Yu-Bo Zhou、Slieman Milaneh、Yun-Long Zhu、Jia Li、Wen-Long Wang

  DOI：10.1016/j.ejmech.2023.116027

  日期：2024.2

  represents a potential target for drug development in cancer treatment. The development of efficient methods for rapidly tracing and modulating the SHP1 activity in complex biological systems is of considerable significance for advancing the integration of diagnosis and treatment of the related disease. Thus, we designed and synthesized a series of imidazo[1,2,4] triazole derivatives containing salicylic

  含有 Src 同源 2 结构域的蛋白酪氨酸磷酸酶 1 (SHP1) 是致癌细胞信号级联的汇聚节点。因此，SHP1 代表了癌症治疗药物开发的潜在靶点。开发快速追踪和调节复杂生物系统中SHP1活性的有效方法对于推进相关疾病的诊断和治疗一体化具有重要意义。因此，我们设计并合成了一系列含有水杨酸的咪唑并[1,2,4]三唑衍生物，以探索具有抑制活性和良好荧光特性的SHP1新型支架。从理论模拟和实验应用方面深入研究了这些咪唑并[1,2,4]三唑衍生物( 5a-5y )的光物理性质和对SHP1 PTP的抑制活性。代表性化合物5p在100 μM浓度下表现出显着的荧光响应（P：0.002），荧光量子产率（QY）为0.37，对SHP1 PTP的抑制率为85.21 ± 5.17% 。此外，化合物5p表现出明显的聚集导致猝灭(ACQ)效应，对Fe 3+离子具有较高的选择性、良好的抗干扰性和较低的检测限(5.55
• Grinshtein,V.Ya.; Chipen,G.I., Journal of general chemistry of the USSR, 1961, vol. 31, p. 818 - 821
  作者：Grinshtein,V.Ya.、Chipen,G.I.

  DOI：——

  日期：——