3,6-二甲基-N1,N4-二间甲苯-1,2,4,5-四嗪-1,4-二羧酰胺 | 276691-42-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,6-二甲基-N1,N4-二间甲苯-1,2,4,5-四嗪-1,4-二羧酰胺
• 英文名称: N,N'-bis(m-tolyl)-3,6-dimethyl-1,4-dihydro-s-tetrazine-1,4-dicarboxamide
• 英文别名: 3,6-dimethyl-N1,N4-dim-tolyl-1,2,4,5-tetrazine-1,4-dicarboxamide；3,6-dimethyl-1-N,4-N-bis(3-methylphenyl)-1,2,4,5-tetrazine-1,4-dicarboxamide
• CAS: 276691-42-0
• 化学式: C₂₀H₂₂N₆O₂
• 分子量: 378.434
• InChiKey: NHSRXOMNAAGLSG-UHFFFAOYSA-N

物化性质

• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  89.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,6-二甲基-1,6-二氢-1,2,4,5-四嗪 、 异氰酸间甲苯酯 在 4-二甲氨基吡啶 作用下， 以 氯仿 为溶剂， 反应 45.0h， 以86.2%的产率得到3,6-二甲基-N1,N4-二间甲苯-1,2,4,5-四嗪-1,4-二羧酰胺
  参考文献：
  名称：

  Hu, Weixiao; Shi, Haibo; Yuan, Qing, Journal of Chemical Research, 2005, # 2, p. 91 - 93

  摘要：

  DOI：

文献信息

• Synthesis, Structure Analysis, and Antitumor Evaluation of 3,6-Dimethyl-1,2,4,5-tetrazine-1,4-dicarboxamide Derivatives
  作者：Guo-Wu Rao、Yan-Mei Guo、Wei-Xiao Hu

  DOI：10.1002/cmdc.201200109

  日期：2012.6

  3,6‐Dimethyl‐1,2,4,5‐tetrazine‐1,4‐dicarboxamide derivatives were synthesized, and their structures were confirmed by single‐crystal X‐ray diffraction. This reaction yields the 1,4‐dicarboxamide derivatives rather than the 1,2‐dicarboxamide derivatives. Their in vitro antitumor activities were evaluated against SGC‐7901, HO‐8910, MCF‐7, and A‐549 cells. The results showed several compounds to be endowed

  合成了3,6-二甲基-1,2,4,5-四嗪-1,4-二羧酸酰胺衍生物，并通过单晶X射线衍射确认了其结构。该反应产生的是1,4-二羧酸酰胺衍生物，而不是1,2-二羧酸酰胺衍生物。他们对SGC-7901，HO-8910，MCF-7和A-549细胞的体外抗肿瘤活性进行了评估。结果表明，在低微摩尔范围内，几种化合物具有细胞毒性。一种化合物（IC 50 = 0.57μ中号）在体内进一步评估对在BALB / CA裸鼠的A-549异种移植物; 通过腹膜内（ip）给予40 mg kg -1体重，可抑制76.4％的肿瘤重量。此外，还评估了其急性毒性，并通过了ip LD 50评估。小鼠中的值是325mg kg -1。
• Synthesis and antitumor activity of s -tetrazine derivatives
  作者：Wei-Xiao Hu、Guo-Wu Rao、Ya-Quan Sun

  DOI：10.1016/j.bmcl.2003.12.056

  日期：2004.3

  Fifty-five compounds of s-tetrazine derivative including hexahydro-, 1,6-dihydro, 1,4-dihydro-, 1,2-dihydro- and aromatic s-tetrazine were prepared. Their antitumor activities were evaluated in vitro by MTT method for P-388 cell and SRB method for A-549 cell. The results show that there are 9 compounds which in 10(-6) muM have more than 50% inhibition rate to A-549 cancer cell growth, and 7 compounds in 10(-6) muM have more than 50% inhibition rate to P-388 cancer cell growth. The IC50 of compound 3q for P-388, Bel-7402, MCF-7 and A-549 are 0.6 muM, 0.6 muM, 0.5 muM and 0.7 muM, respectively. So s-tetrazine derivative is a kind of compound which possesses potential antitumor activities and is worth to research further. (C) 2003 Elsevier Ltd. All rights reserved.