3,6-二丙基-1,6-二氢-1,2,4,5-四嗪 | 13717-88-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3,6-二丙基-1,6-二氢-1,2,4,5-四嗪
• 英文名称: 3,6-di-n-propyl-1,6-dihydro-s-tetrazine
• 英文别名: 3,6-Dipropyl1,6-dihydro-s-tetrazin；3,6-Dipropyl-1,6-dihydro-1,2,4,5-tetrazin；3,6-dipropyl-1,6-dihydro-[1,2,4,5]tetrazine；3,6-Dipropyl-1,6-dihydro-1,2,4,5-tetrazine
• CAS: 13717-88-9
• 化学式: C₈H₁₆N₄
• 分子量: 168.242
• InChiKey: XYUWRWCXXJTBOO-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C
• 沸点：
  222.7±23.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,6-二丙基-1,6-二氢-1,2,4,5-四嗪 、 氯甲酸环己酯 以85%的产率得到cyclohexyl 3,6-dipropyl-3H-1,2,4,5-tetrazine-2-carboxylate
  参考文献：
  名称：

  Synthesis and antitumor activity of s -tetrazine derivatives

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2003.12.056
• 作为产物：
  描述：

  3,6-Dipropyl-hexahydro-1,2,4,5-tetrazin 在 palladium on activated charcoal sodium hydroxide 、 氧气 作用下， 以 水 为溶剂， 反应 42.0h， 生成 3,6-二丙基-1,6-二氢-1,2,4,5-四嗪
  参考文献：
  名称：

  3,6-二烷基-1,6-二氢-s-四嗪的简便制备

  摘要：

  摘要 1,6-二氢-s-四嗪类化合物 1，在杂环的 3-位和 6-位具有多种取代基，已被合成，由于它们的同芳香性和潜在的反应性，已经引起了越来越多的关注。更多的兴趣 (Sauer, J. 1,2,4,5-Tetraazines. In Comprehensive Heterocyclic Chemistry II; Boultou, AJ, Ed.; Elsevier: Oxford, UK, 1996; Vol. 6, 901; Neunhoeffer, H In Comprehensive Heterocyclic化学 I；Katritzky, A., Ed.；Pergamon Press Ltd.：德意志联邦共和国，1984；第 3 卷，545）。

  DOI：

  10.1081/scc-120022164

文献信息

• Hu, Weixiao; Shi, Haibo; Yuan, Qing, Journal of Chemical Research, 2005, # 2, p. 91 - 93
  作者：Hu, Weixiao、Shi, Haibo、Yuan, Qing、Sun, Yaquan

  DOI：——

  日期：——
• 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.
• Convenient Preparation of 3,6-Dialkyl-1,6-dihydro-<i>s</i>-tetrazines
  作者：Yaquan Sun、Weixiao Hu、Qing Yuan

  DOI：10.1081/scc-120022164

  日期：2003.1.8

  as 1, with a large variety of substituents in the 3- and 6-position of the heterocycle, have been synthesized, and due to their homoaromaticities and their potential reactivities, have aroused more and more interests (Sauer, J. 1,2,4,5-Tetrazines. In Comprehensive Heterocyclic Chemistry II; Boultou, A.J., Ed.; Elsevier: Oxford, UK, 1996; Vol. 6, 901; Neunhoeffer, H In Comprehensive Heterocyclic Chemistry

  摘要 1,6-二氢-s-四嗪类化合物 1，在杂环的 3-位和 6-位具有多种取代基，已被合成，由于它们的同芳香性和潜在的反应性，已经引起了越来越多的关注。更多的兴趣 (Sauer, J. 1,2,4,5-Tetraazines. In Comprehensive Heterocyclic Chemistry II; Boultou, AJ, Ed.; Elsevier: Oxford, UK, 1996; Vol. 6, 901; Neunhoeffer, H In Comprehensive Heterocyclic化学 I；Katritzky, A., Ed.；Pergamon Press Ltd.：德意志联邦共和国，1984；第 3 卷，545）。