1,5-Bis(4-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)pyrazolo[4,3-e][1,2,4]triazine | 1144098-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,5-Bis(4-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)pyrazolo[4,3-e][1,2,4]triazine
• CAS: 1144098-69-0
• 化学式: C₂₅H₁₉Cl₂N₅O₃
• 分子量: 508.364
• InChiKey: ULTRZGDSQLCHTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  84.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,5-Bis(4-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)pyrazolo[4,3-e][1,2,4]triazine 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以82%的产率得到1,5-bis(4-chlorophenyl)-3-(3,4,5-trihydroxyphenyl)-1H-pyrazolo[4,3-e][1,2,4]triazine
  参考文献：
  名称：

  Synthesis and anticancer activity of some 1,5-diaryl-3-(3,4,5-trihydroxyphenyl)-1H-pyrazolo[4,3-e][1,2,4]triazines

  摘要：

  The deregulation of cell cycle components in cancer cells has provided a rationale for the development of small molecule inhibitors of cyclin-dependent kinases as novel anticancer drugs. A series of 1,5-diaryl-3-(3,4,5-trihydroxyphenyl)-1H-pyrazolo[4,3-e][1,2,4]triazines was synthesized and their kinase inhibitory activity and cytotoxicity against several cancer cell lines has been evaluated. Some of the compounds of the series exhibited induction of caspase-dependent cell death and inhibition of cyclin-dependent kinase 2 (CDK2).

  DOI：

  10.1007/s00706-010-0314-4
• 作为产物：
  描述：

  3-(4-chlorophenyl)-5-[(3,4,5-trimethoxyphenyl)(4-chlorophenylhydrazono)methyl][1,2,4]-triazin-6(1H)-one 在 吡啶 、 三氯氧磷 作用下， 反应 2.0h， 以96%的产率得到1,5-Bis(4-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)pyrazolo[4,3-e][1,2,4]triazine
  参考文献：
  名称：

  杂环羰基化合物的环缩合反应，第XIII部分：某些3,7-二芳基-5-（3,4,5-三甲氧基苯基）吡唑并[4,3- e ] [1,2,4]三嗪的合成和细胞毒性

  摘要：

  已通过五个步骤合成了一系列3,7-二芳基-5-（3,4,5-三甲氧基苯基）吡唑并[4,3- e ] [1,2,4]三嗪（17a – 20f）。所有新合成的化合物的细胞毒性活性已在体外针对五种癌细胞系进行了测试。几种化合物在低微摩尔范围内表现出显着的广泛的细胞毒活性，而其他化合物则对肺腺癌细胞A549具有选择性的活性。

  DOI：

  10.1016/j.ejmech.2008.05.026

文献信息

• Cyclocondensation reaction of heterocyclic carbonyl compounds, Part XIII: Synthesis and cytotoxic activity of some 3,7-diaryl-5-(3,4,5-trimethoxyphenyl)pyrazolo[4,3-e][1,2,4]triazines
  作者：Tomáš Gucký、Iveta Fryšová、Jan Slouka、Marián Hajdúch、Petr Džubák

  DOI：10.1016/j.ejmech.2008.05.026

  日期：2009.2

  7-diaryl-5-(3,4,5-trimethoxyphenyl)pyrazolo[4,3-e][1,2,4]triazines (17a–20f) have been synthesized in five steps. The cytotoxic activity of all of the newly synthesized compounds has been tested in vitro against five cancer cell lines. Several compounds demonstrated significant broad cytotoxic activity in low micromolar range, while others were selectively active against lung adenocarcinoma cell line A549.

  已通过五个步骤合成了一系列3,7-二芳基-5-（3,4,5-三甲氧基苯基）吡唑并[4,3- e ] [1,2,4]三嗪（17a – 20f）。所有新合成的化合物的细胞毒性活性已在体外针对五种癌细胞系进行了测试。几种化合物在低微摩尔范围内表现出显着的广泛的细胞毒活性，而其他化合物则对肺腺癌细胞A549具有选择性的活性。
• Synthesis and anticancer activity of some 1,5-diaryl-3-(3,4,5-trihydroxyphenyl)-1H-pyrazolo[4,3-e][1,2,4]triazines
  作者：Tomáš Gucký、Eva Řezníčková、Petr Džubák、Marián Hajdúch、Vladimír Kryštof

  DOI：10.1007/s00706-010-0314-4

  日期：2010.6

  The deregulation of cell cycle components in cancer cells has provided a rationale for the development of small molecule inhibitors of cyclin-dependent kinases as novel anticancer drugs. A series of 1,5-diaryl-3-(3,4,5-trihydroxyphenyl)-1H-pyrazolo[4,3-e][1,2,4]triazines was synthesized and their kinase inhibitory activity and cytotoxicity against several cancer cell lines has been evaluated. Some of the compounds of the series exhibited induction of caspase-dependent cell death and inhibition of cyclin-dependent kinase 2 (CDK2).