3,6-Dihydro-4Hpyrazolo[3,4-d][1,2,3]triazin-4-one | 19818-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并三嗪类
• 英文名称: 3,6-Dihydro-4Hpyrazolo[3,4-d][1,2,3]triazin-4-one
• 英文别名: 3,7-Dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one；3,7-dihydropyrazolo[3,4-d]triazin-4-one
• CAS: 19818-50-9
• 化学式: C₄H₃N₅O
• 分子量: 137.101
• InChiKey: VRWYQPYSMDXLKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-4-甲酰胺基吡唑半硫酸盐 生成 3,6-Dihydro-4Hpyrazolo[3,4-d][1,2,3]triazin-4-one
  参考文献：
  名称：

  CHENG, CHIA-CHUNG

  摘要：

  DOI：

文献信息

• PASE synthesis of 1-azolyl-1H-1,2,4-triazoles by the reaction of diazoazoles with ethyl isocyanoacetate
  作者：Elena V. Sadchikova、Daria L. Alexeeva、Valentine G. Nenajdenko

  DOI：10.1016/j.mencom.2019.11.016

  日期：2019.11

  PASE (pot, atom and step economic) synthesis of 1-azolyl-1H-1,2,4-triazole derivatives in up to 91% yield has been accomplished by addition of 5-diazoazoles to ethyl isocyanoacetate.

  通过将5-重氮唑加到异氰基乙酸乙酯中，可实现高达91％的收率的PASE（锅，原子和分步经济）合成1-azolyl-1H-1,2,4-三唑衍生物。
• Synthesis of new pyrazolo[1,2,3]triazines by cyclative cleavage of pyrazolyltriazenes
  作者：Nicolai Wippert、Martin Nieger、Claudine Herlan、Nicole Jung、Stefan Bräse

  DOI：10.3762/bjoc.17.187

  日期：——

  We describe the synthesis of so far synthetically not accessible 3,6-substituted-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazines as nitrogen-rich heterocycles. The target compounds were obtained in five steps, including an amidation and a cyclative cleavage reaction as key reaction steps. The introduction of two side chains allowed a variation of the pyrazolo[3,4-d][1,2,3]triazine core with commercially

  我们描述了迄今为止合成上不可获得的 3,6-取代-4,6-二氢-3 H-吡唑并[3,4- d ][1,2,3]三嗪作为富氮杂环的合成。目标化合物分五个步骤获得，其中酰胺化和环化裂解反应是关键反应步骤。两条侧链的引入允许吡唑并[3,4- d ][1,2,3]三嗪核心与市售构建块的变化，使协议的扩展能够直接获得其他衍生物。尝试合成3,7-取代的-4,7-二氢-3- ħ -吡唑并[3,4- d ] [1,2,3]三嗪类，的成功地获得区域异构体3,6-取代的4,6-二氢-3 H-吡唑并[3,4- d ][1,2,3]三嗪在类似条件下不成功，因为区域异构前体中的三氮烯官能团稳定性更高，因此无法去除保护基团。
• Pyrazole derivatives. 5. Synthesis and antineoplastic activity of 3-(2-chloroethyl)-3,4-dihydro-4-oxopyrazolo[5,1-d]-1,2,3,5-tetrazine-8-carboxamide and related compounds
  作者：C. C. Cheng、Edward F. Elslager、Leslie M. Werbel、Wilbur R. Leopold

  DOI：10.1021/jm00158a041

  日期：1986.8

  Two pyrazolotetrazine derivatives were synthesized as the analogous prodrugs of the light-sensitive antineoplastic agents dacarbazine and BIC. Both the pyrazole derivatives are stable under ordinary light illumination. Biological evaluation of these pyrazoles revealed that the compound containing a 2-chloroethyl function (6a) demonstrated good antineoplastic activity in experimental animals, but the one containing a methyl function (6b) was inactive. The inactivity of compound 6b may suggest that compound 6a and related imidazotetrazines may simply act as biological alkylating agents per se rather than as prodrugs. The information could also imply that the postulated dealkylation mechanism for the triazene derivatives should be reexamined.
• CHENG, CHIA, C.
  作者：CHENG, CHIA, C.

  DOI：——

  日期：——
• CHENG C. C.; ELSLAGER E. F.; WERBEL L. M.; PRIEBE S. R.; LEOPOLD W. R., J. MED. CHEM., 29,(1986) N 8, 1544-1547
  作者：CHENG C. C.、 ELSLAGER E. F.、 WERBEL L. M.、 PRIEBE S. R.、 LEOPOLD W. R.

  DOI：——

  日期：——