1,2,4,5-Tetrazines

Stanovnik, B.; Grošelj, Uroš; Svete, J.

doi:10.1016/b978-008044992-0.00812-9

Cited by 3 publications

(2 citation statements)

References 390 publications

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“…Additionally, precursor compound 1 was also crystallized and characterized by evaporating an aqueous solution yielding dihydrated crystals ( 1·2H 2 O ). All compounds exhibit standard tetrazole20 and tetrazine21 bond lengths and angles. All structures are dominated by a strong hydrogen bond network…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Energetic Salts of the (C₄N₁₂^2–) Dianion

Klapötke

Piercey

Rohrbacher

et al. 2012

Zeitschrift anorg allge chemie

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3,6-Bis(tetrazol-5-yl)-1,2,4,5-tetrazine is a nitrogen-rich energetic compound readily prepared and a strong dibasic acid. By the reaction with energetic bases such including hydroxylamine, triaminoguanidine, hydrazine, and diaminourea, multiple ionic energetic materials were prepared and characterized for the first time. Both chemical (multinuclear NMR, Infrared, Raman, MS, etc) as well as explosive * Prof. Dr. T. M. Klapötke 2235 (Impact, Friction, Static sensitivities) properties are reported. The materials prepared, with the exception of the silver salt, which is a primary explosive, fall into the classification of low-sensitivity energetic materials due to desensitizing hydration waters. Calculated explosive performances using the EXPLO5 computer code are also reported.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Energetic Salts of the (C₄N₁₂^2–) Dianion

Klapötke

Piercey

Rohrbacher

et al. 2012

Zeitschrift anorg allge chemie

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“…Among the three isomers, 1,2,4,5-tetrazines are the most stable compounds, and 1,2,4,5-tetrazine derivatives have demonstrated potential therapeutic properties, such as anti-mite ( 5 ), herbicidal ( 6 ), anti-malarial ( 7 ), antiviral ( 6 ), anti-inflammatory ( 6 ), antibacterial ( 8 ) and antitumor activities ( 6 , 9 ). Furthermore, 1,2,4,5-tetramethyl-3,6-bis (phenylethynyl)-1,2,4,5-tetrazine was one of the first 1,2,4,5-tetrazine derivatives to be identified as possessing antitumor activity ( 6 ).…”

Section: Introductionmentioning

confidence: 99%

ZGDHu‑1 for cancer therapy (Review)

et al. 2017

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N,N'-di-(m-methylphenyl)-3,6-dimethyl-1,4-dihydro-1,2,4,5-tetrazine-1,4-dicarboamide (ZGDHu-1) is a novel tetrazine derivative that was initially designed and produced by Professor W.X. Hu, and which has been reported by our group to exhibit antitumor activity. Accumulating evidence suggests that the anticancer mechanisms of ZGDHu-1 may be involved indifferent biological activities, particularly in acute myeloid leukemia (AML) cells. At a high concentration, ZGDHu-1 has been demonstrated to inhibit the proliferation of the leukemia cells by arresting the cell cycle at the G2/M phase, and by inducing cell apoptosis via inducing the accumulation of reactive oxygen species, the translocation of phosphatidylserine across the plasma membrane and the loss of mitochondrial membrane potential. Furthermore, at a low concentration, it was demonstrated to induce the differentiation and degrade the AML1-eight-twenty-one fusion protein in AML cells. Finally, results from a previous study indicate that ZGDHu-1 is a potential proteasome inhibitor. Overall, our preliminary research suggests that ZGDHu-1 may be a promising anticancer drug; however, further research is warranted to identify the exact drug target and potential clinical application in leukemia cells or solid tumors. In the present review, the application of ZGDHu-1 in cancer research, in addition to the specific underlying targets of ZGDHu-1, are discussed.

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