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Artigos de revistas sobre o tema "TRIAZOLO-TRIAZINE"

Autor: Grafiati

Publicado: 1 de abril de 2023

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1

Wang, Qian, Yanli Shao e Ming Lu. "Amino-tetrazole functionalized fused triazolo-triazine and tetrazolo-triazine energetic materials". Chemical Communications 55, n.º 43 (2019): 6062–65. http://dx.doi.org/10.1039/c9cc01777a.

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In this study, two insensitive energetic compounds using fused triazolo-triazine and tetrazolo-triazine as the framework, one amino and one tetrazole as functional groups, were prepared through a two-step reaction.

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2

Pathak, Suraj Kumar, Yepeng Xiang, Manli Huang, Taian Huang, Xiaosong Cao, He Liu, Guohua Xie e Chuluo Yang. "Fused tetracyclic tris[1,2,4]triazolo[1,3,5]triazine as a novel rigid electron acceptor for efficient thermally activated delayed fluorescence emitters". RSC Advances 10, n.º 26 (2020): 15523–29. http://dx.doi.org/10.1039/d0ra01925a.

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3

Zeng, Qun, Yanyang Qu, Jinshan Li e Hui Huang. "Theoretical studies on the derivatives of tris([1,2,4]triazolo)[4,3-a:4′,3′-c:4′′,3′′-e][1,3,5]triazine as high energetic compounds". RSC Advances 6, n.º 7 (2016): 5419–27. http://dx.doi.org/10.1039/c5ra22524h.

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4

Navarro, Amparo, M. Paz Fernández-Liencres, Gregorio García, José M. Granadino-Roldán e Manuel Fernández-Gómez. "A DFT approach to the charge transport related properties in columnar stacked π-conjugated N-heterocycle cores including electron donor and acceptor units". Physical Chemistry Chemical Physics 17, n.º 1 (2015): 605–18. http://dx.doi.org/10.1039/c4cp04220d.

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5

Bernat, Zofia, Anna Szymanowska, Mateusz Kciuk, Katarzyna Kotwica-Mojzych e Mariusz Mojzych. "Review of the Synthesis and Anticancer Properties of Pyrazolo[4,3-e][1,2,4]triazine Derivatives". Molecules 25, n.º 17 (29 de agosto de 2020): 3948. http://dx.doi.org/10.3390/molecules25173948.

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This review focuses on the cytotoxic effect of new synthetic pyrazolo[4,3-e][1,2,4]triazine derivatives against different tumor cell lines. Some annulated pyrazolotriazines i.e., pyrazolo[4,3-e][1,2,4]triazolo[4,3-b][1,2,4]triazines and pyrazolo[4,3-e]tetrazolo[1,5-b][1,2,4]triazine demonstrated significant broad cytotoxic activity in micromolar range concentration, which could have excellent potential to be new candidate therapeutic agents in cancer chemotherapy.

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6

Hojo, Ryoga, Don M. Mayder e Zachary M. Hudson. "Donor–acceptor materials exhibiting deep blue emission and thermally activated delayed fluorescence with tris(triazolo)triazine". Journal of Materials Chemistry C 9, n.º 40 (2021): 14342–50. http://dx.doi.org/10.1039/d1tc03480d.

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Five emitters with the tris(triazolo)triazine acceptor core are reported, with emission from deep blue to green. These emitters show promising thermally activated delayed fluorescence and/or two-photon fluorescence properties.

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7

Hojo, Ryoga, Don M. Mayder e Zachary M. Hudson. "Donor–acceptor materials exhibiting deep blue emission and thermally activated delayed fluorescence with tris(triazolo)triazine". Journal of Materials Chemistry C 9, n.º 40 (2021): 14342–50. http://dx.doi.org/10.1039/d1tc03480d.

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Five emitters with the tris(triazolo)triazine acceptor core are reported, with emission from deep blue to green. These emitters show promising thermally activated delayed fluorescence and/or two-photon fluorescence properties.

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8

Hundemer, Fabian, Ettore Crovini, Yoshimasa Wada, Hironori Kaji, Stefan Bräse e Eli Zysman-Colman. "Tris(triazolo)triazine-based emitters for solution-processed blue thermally activated delayed fluorescence organic light-emitting diodes". Materials Advances 1, n.º 8 (2020): 2862–71. http://dx.doi.org/10.1039/d0ma00659a.

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We report a new emitter 3,4,5-3TCz-TTT based on a tris(triazolo)triazine acceptor that shows thermally activated delayed fluorescence and cross-compare its performance with the recently reported analogue, 3DMAC-TTT.

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9

Fang, Zhou, Shengyue Wang, Junxu Liao, Xinrui Chen, Yuanyuan Zhu, Weiguo Zhu e Yafei Wang. "Asymmetric sky-blue thermally-activated delayed fluorescence emitters bearing tris(triazolo)triazine moiety for solution-processable organic light-emitting diodes". Journal of Materials Chemistry C 10, n.º 12 (2022): 4837–44. http://dx.doi.org/10.1039/d1tc05372h.

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Two sky-blue TADF emitters bearing the tris(triazolo)triazine acceptor moiety were designed and synthesized. The solution-processed OLEDs based on these two emitters achieved a maximum EQE of 10.01% at 474 nm.

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10

Anikin, Oleg V., Nikita E. Leonov, Michael S. Klenov, Aleksandr M. Churakov, Alexey A. Voronin, Nikita V. Muravyev, Yurii A. Strelenko, Ivan V. Fedyanin e Vladimir A. Tartakovsky. "An Energetic (Nitro-NNO -azoxy)triazolo-1,2,4-triazine". European Journal of Organic Chemistry 2019, n.º 26 (13 de junho de 2019): 4189–95. http://dx.doi.org/10.1002/ejoc.201900314.

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11

Molina, Pedro, Mateo Alajar地, Ma Jes徭 P屍ez de Vega e Antonio L用ez. "Preparation of [1,2,4]Triazolo[5,1-c][1,2,4]triazine Derivatives from 3,4-Diamino[1,2,4]triazine". HETEROCYCLES 29, n.º 8 (1989): 1607. http://dx.doi.org/10.3987/com-89-5056.

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12

Piercey, Davin G., David E. Chavez, Brian L. Scott, Greg H. Imler e Damon A. Parrish. "An Energetic Triazolo-1,2,4-Triazine and its N-Oxide". Angewandte Chemie International Edition 55, n.º 49 (9 de novembro de 2016): 15315–18. http://dx.doi.org/10.1002/anie.201608723.

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Piercey, Davin G., David E. Chavez, Brian L. Scott, Greg H. Imler e Damon A. Parrish. "An Energetic Triazolo-1,2,4-Triazine and its N-Oxide". Angewandte Chemie 128, n.º 49 (9 de novembro de 2016): 15541–44. http://dx.doi.org/10.1002/ange.201608723.

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Abdel-Rahman, Reda M., Abdulrahman S. Alharbi, Nawaa A. Alshammari e Yousuf O. Adnan. "Design, Synthesis and Molluscicidal Activity of New Phosphorus Compounds Bearing Fluorine Substituted 1,2,4-Triazolo[3,2-c][1,2,4]triazine Derivatives". Letters in Organic Chemistry 17, n.º 3 (19 de fevereiro de 2020): 184–90. http://dx.doi.org/10.2174/1570178616666190718120953.

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Novel phosphorus compounds bearing fluorine substituted 1,2,4-triazolo[3,2-c][1,2,4]triazine derivatives have been synthesized, starting from ring closure reactions of 3-hydrazino-4-(4`- fluorophenyl)-5-(prydin-4`-yl)-1,2,4-trizole (4) with 1,2-bioxygen compounds followed by the treatment with functional phosphorus compounds. The new systems obtained were evaluated as molluscicidal targets against some snails. Structures of these targets were elucidated upon their elemental and spectral data.

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15

Heravi, Majid M., Naser Montazeri, Mohammad Rahimizadeh, Mehdi Bakavoli e Mitra Ghassemzadeh. "Synthesis of 1,2,4-triazolo[1,5-d]-1,2,4-triazine-5-thiones". Journal of Heterocyclic Chemistry 42, n.º 5 (julho de 2005): 1021–25. http://dx.doi.org/10.1002/jhet.5570420544.

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16

Kumar, Dheeraj, Gregory H. Imler, Damon A. Parrish e Jean'ne M. Shreeve. "A Highly Stable and Insensitive Fused Triazolo-Triazine Explosive (TTX)". Chemistry - A European Journal 23, n.º 8 (21 de dezembro de 2016): 1743–47. http://dx.doi.org/10.1002/chem.201604919.

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17

Epishina, Margarita A., Alexander S. Kulikov e Leonid L. Fershtat. "Revisiting the Synthesis of Functionally Substituted 1,4-Dihydrobenzo[e][1,2,4]triazines". Molecules 27, n.º 8 (15 de abril de 2022): 2575. http://dx.doi.org/10.3390/molecules27082575.

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A series of novel 1,4-dihydrobenzo[1,2,4][e]triazines bearing an acetyl or ester moiety as a functional group at the C(3) atom of the 1,2,4-triazine ring were synthesized. The synthetic protocol is based on an oxidative cyclization of functionally substituted amidrazones in the presence of DBU and Pd/C. It was found that the developed approach is suitable for the preparation of 1,4-dihydrobenzo[e][1,2,4]triazines, but the corresponding Blatter radicals were isolated only in few cases. In addition, a previously unknown dihydrobenzo[e][1,2,4]triazolo[3,4-c][1,2,4]triazine tricyclic open-shell derivative was prepared. Studies of thermal behavior of the synthesized 1,4-dihydrobenzo[1,2,4][e]triazines revealed their high thermal stability (up to 240–250 °C), which enables their application potential as components of functional organic materials.

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18

Bianchi, Mario, Alina Butti e Jacques Perronnet. "A new heterocyclic structure. The [1,2,3]triazolo[1,5-d][1,2,4]triazine". Journal of Heterocyclic Chemistry 25, n.º 3 (maio de 1988): 743–50. http://dx.doi.org/10.1002/jhet.5570250309.

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19

Fahim, Asmaa, Ahmad Farag, Mohamed Shaaban e Eman Ragab. "Microwave Assisted Synthesis of Pyrazolo[1,5-a]pyrimidine, Triazolo[1,5-a]pyrimidine, Pyrimido[1,2-a]benzimdazole, Triazolo[5,1-c][1,2,4]triazine and Imidazo[2,1-c][1,2,4]triazine". Current Microwave Chemistry 5, n.º 2 (8 de janeiro de 2019): 111–19. http://dx.doi.org/10.2174/2213335605666180425144009.

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20

Akahoshi, Fumihiko, Shinji Takeda, Takehiro Okada, Masahiko Kajii, Hiroko Nishimura, Masanori Sugiura, Yoshihisa Inoue et al. "Synthesis and Pharmacological Activity of Triazolo[1,5-a]triazine Derivatives Inhibiting Eosinophilia". Journal of Medicinal Chemistry 41, n.º 16 (julho de 1998): 2985–93. http://dx.doi.org/10.1021/jm970759u.

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21

Mironovich, L. M., M. A. Ivanov e E. P. Koval'chuk. "ChemInform Abstract: Synthesis of 8-tert-Butyl-9-oxo-1,2,4-triazolo[4,5-b]-1,2,4-triazolo [3,4-c]-1,2,4-triazine." ChemInform 33, n.º 32 (20 de maio de 2010): no. http://dx.doi.org/10.1002/chin.200232154.

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22

El-Shehry, M. F., F. A. A. El-Hag e E. F. Ewies. "Synthesis and Antimicrobial Study of New Fused Thiazolo[3,2-b]triazine, Triazolo[4,3-b]triazine, and 1,2,4-Triazinone Derivatives". Russian Journal of Organic Chemistry 56, n.º 1 (janeiro de 2020): 129–36. http://dx.doi.org/10.1134/s1070428020010200.

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23

Fedotov, S. O., e A. S. Hotsulia. "Synthesis and properties of 3-(ethylthio)-9-methyl-6-(alkylthio)pyrazolo[1,5-d][1,2,4]triazolo[3,4-f][1,2,4]triazines". Current issues in pharmacy and medicine: science and practice 15, n.º 3 (15 de novembro de 2022): 227–34. http://dx.doi.org/10.14739/2409-2932.2022.3.263994.

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The combination of pyrazole and 1,2,4-triazole fragments in one structure makes it possible to achieve some success in creating potential biologically active compounds. Various factors contribute to this process. Among them, we can note the significant possibilities of chemical transformation involving these cycles, the simplicity, and reliability of methods, the creation of molecules with a certain level of bioavailability and the ability to influence a number of biochemical processes. Taking into account the presented facts, the creation of new compounds in a number of pyrazolo-triazole condensed systems is scientifically attractive with endowed features of practical significance and relevance. The aim of the work was to identify optimal conditions for the production of 3-(ethylthio)-9-methyl-6-(alkylthio)pyrazolo[1,5-d][1,2,4]triazolo[3,4-f][1,2,4]triazines and to study the properties of the target reaction products. Materials and methods. The chemical part of the work involved the step-by-step creation of target reaction products in the form of 3-(ethylthio)-9-methyl-6-(alkylthio)pyrazolo[1,5-d][1,2,4]triazolo[3,4-f][1,2,4]triazines. The first stage was aimed at conducting the interaction of diethyloxalate with acetone with the participation of sodium methylate in a methanol medium. Ethyl-2,4-dioxopentanoate was used in the conversion process to 3-methylpyrazole-5-carbohydrazide with the participation of hydrazine hydrate. Further modification of the molecule consisted of the gradual formation of the structure of 4-amino-5-(3-methylpyrazol-5-yl)-1,2,4-triazole-3-thiol. The next step involved the synthesis of 3-ethylthio-5-(3-methylpyrazol-5-yl)-1,2,4-triazole-4-amine. Further conversion included the production of potassium 3-ethylthio-9-methylpyrazolo[1,5-d][1,2,4]triazolo[3,4-f][1,2,4]triazine-6-thiolate and its S-alkyl derivatives along the triazine fragment. Cyclooxygenase-2, lanosterol-14α-demethylase and receptor tyrosine kinase were selected as model enzymes for docking, the crystal structure of which was loaded from the Protein Data Bank. Results. The synthesis of 3-(ethylthio)-9-methyl-6-(alkylthio)-pyrazolo[1,5-d][1,2,4]triazolo[3,4-f][1,2,4]triazines were carried out and the optimal conditions for the production of these substances were determined. The structure of the chemical transformation products was proved and the results of the study of the main physical properties were recorded. The results of virtual studies provided an opportunity to substantiate the prospects of the selected chemical transformation vector, which ultimately made it possible to determine the biological potential of the obtained compounds. Conclusions. Based on the results of the study, information was obtained that gives a certain idea of the possible level of influence of synthesized compounds on the activity of lanosterol-14α-demethylase, which makes it advisable to further search for substances with fungistatic and fungicidal effects.

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Ezema, B. E., L. E. S. Akpanisi, C. G. Ezema e A. E. Onoabedje. "A New Method of Dimroth Rearrangement in Fused Triazolo[1,5-d]-1,2,4-triazine". Journal of Heterocyclic Chemistry 52, n.º 5 (31 de julho de 2014): 1411–14. http://dx.doi.org/10.1002/jhet.2252.

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Kurella, M. G., L. G. Vorontsova, A. R. Amamchyan e V. A. Dorokhov. "Crystal and molecular structure of 7-phenyl-1,2,4-triazolo[1,5-a]-1,3,5-triazine". Bulletin of the Russian Academy of Sciences Division of Chemical Science 41, n.º 6 (junho de 1992): 1084–86. http://dx.doi.org/10.1007/bf00866591.

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Khalil, Mohamed A., Samia M. Sayed e Mohamed A. Raslan. "Synthesis of New Pyrazolo[5,1-c]triazine, Triazolo[5,1-c]triazine, Triazino[4,3-b]indazole and Benzimidazo[2,1-c]triazine Derivatives Incorporating Chromen-2-one Moiety". Journal of the Korean Chemical Society 57, n.º 5 (20 de outubro de 2013): 612–17. http://dx.doi.org/10.5012/jkcs.2013.57.5.612.

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27

Deeb, Ali, Medhat El-Mobayed, Abdel Naby Essawy, Adel Abd El-Hamid e Atef Mohamid Abd El-Hamid. "Heterocyclic synthesis from 3-amino-4-cyanopyrazole". Collection of Czechoslovak Chemical Communications 55, n.º 3 (1990): 728–33. http://dx.doi.org/10.1135/cccc19900728.

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3-Amino-4-cyanopyrazole I reacts with hydroxylamine and with hydrazine to yield 1H,6H-3-aminopyrazolo[3,4-c]pyrazole (III and IV). Diazotized IV couples with 2-naphthol to give the arylazo derivative VI which cyclizes to 9H-naphthol[2,1-e]pyrazolo[3',4':3,4]pyrazolo[5,1-c]-[1,2,4]triazine VII by means of acetic acid. The pyrazol-5-ylthiourea obtained from I and phenyl isothiocyanate undergoes base-catalyzed cyclization to give pyrazolo[3,4-d]pyrimidinethione derivative IX. Compound I reacts with cyclohexane in the presence of zinc chloride to give the tetrahydropyrazolo[3,4-b]quinoline derivative XI. The reaction of I with pyridine 1-oxide affords 4H,5H-pyrazolo[5',1':2,3] [1,2,4]triazolo[1,5-a]pyridine-3-carbonitrile XII.

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28

Krutošíková, Alžbeta, Slavomír Mastik, Miloslava Dandárová e Antonín Lyčka. "Synthesis and Reactions of 8-Hydrazinofuro[2',3':4,5]pyrrolo-[1,2-d][1,2,4]triazines". Collection of Czechoslovak Chemical Communications 62, n.º 10 (1997): 1612–22. http://dx.doi.org/10.1135/cccc19971612.

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5-Ethyl-8-hydrazinofuro[2',3':4,5]pyrrolo[1,2-d][1,2,4]triazine (4a) and its 2-methyl derivative 4b were prepared from 4H-furo[3,2-b]pyrrole-5-carbohydrazides 1a and 1b, respectively. Compounds 1a and 1b reacted with triethyl orthopropionate to give 2a and 2b which afforded with phosphorus(V) sulfide corresponding thiones 3a and 3b. The title compounds 4a and 4b were made by treatment of 3a and 3b with hydrazine hydrate. By reactions of triethyl orthoesters with the title compounds and similar derivatives furo[2'3':4,5]pyrrolo[1,2-d][1,2,4]triazolo[3,4-f][1,2,4]triazines 5a-5j were prepared. Reactions of compounds 4 with some aldehydes and isocyanates led to hydrazones 6a-6c and semicarbazones 7a and 7b, respectively.

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Gomha, Sobhi, e Hatem Abdel-Aziz. "Synthesis of new functionalized derivatives of indolo[2,3-e][1,2,4]-triazolo-[4,5-b]-1,2,4-triazine". Journal of the Serbian Chemical Society 78, n.º 8 (2013): 1119–25. http://dx.doi.org/10.2298/jsc120914013g.

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New functionalized 1,2,4-triazolo-[4,3-b]-1,2,4-triazino-[5,6-b]indole derivatives were synthesized via reaction of the hydrazonoyl halides with 5H-2,3-dihydro-1,2,4-triazino[5,6-b]indole-3-thione or its 3-methylthio derivative. The mechanism and the regioselectivity of the studied reactions have been discussed.

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NAITO, Y., e ET AL ET AL. "ChemInform Abstract: Synthesis and Pharmacological Activity of Triazolo[1,5-a]triazine Derivatives Inhibiting Eosinophilia." ChemInform 29, n.º 48 (18 de junho de 2010): no. http://dx.doi.org/10.1002/chin.199848167.

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Zhang, Guojie, Wei Hu, Jinchao Ma, Hongwei Yang e Guangbin Cheng. "Combining 5,6-fused triazolo-triazine with pyrazole: A novel energetic framework for heat-resistant explosive". Chemical Engineering Journal 426 (dezembro de 2021): 131297. http://dx.doi.org/10.1016/j.cej.2021.131297.

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Qu, Yanyang. "Synthesis and Properties for Benzotriazole Nitrogen Oxides (BTzO) and Tris[1,2,4]triazolo[1,3,5]triazine Derivatives". International Journal of Materials Science and Applications 7, n.º 2 (2018): 49. http://dx.doi.org/10.11648/j.ijmsa.20180702.13.

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Bera, Hriday, Anton V. Dolzhenko, Lingyi Sun, Sayan Dutta Gupta e Wai-Keung Chui. "Synthesis andin vitroEvaluation of 1,2,4-Triazolo[1,5-a][1,3,5]triazine Derivatives as Thymidine Phosphorylase Inhibitors". Chemical Biology & Drug Design 82, n.º 3 (22 de agosto de 2013): 351–60. http://dx.doi.org/10.1111/cbdd.12171.

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Abdelrehim, El-sayed M., e Doaa S. El-Sayed. "A New Synthesis of Poly Heterocyclic Compounds Containing [1,2,4]triazolo and [1,2,3,4]tetrazolo Moieties and their DFT Study as Expected Anti-cancer Reagents". Current Organic Synthesis 17, n.º 3 (9 de junho de 2020): 211–23. http://dx.doi.org/10.2174/1570179417666200226092516.

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Background: 2-amino-3-cyanopyridines are good starting reagents that have been used in synthesis of many heterocyclic compounds such as pyridopyrimidines, [1,2,4]triazolo and [1,2,3,4] tetrazolo derivatives which have biological activities as anti-microbial and cytotoxic activities. Meanwhile [1,2,4]triazolo and [1,2,3,4]tetrazolo derivatives are well known to possess many physiological activities, such as anticancer , antifungal, muscle relaxant, hypnotic, anti-inflammatory, diuretic and antihypertensive activities. A broad class of heterocyclic compounds has been studied to demonstrate their biological activity on the structures of DNA and RNA. Several of important functions make Tankyrases acts as targets in potential drug. Objective: The article focuses on synthesis of [1,2,4]triazolo and [1,2,3,4]tetrazolo derivatives and their theoretical calculations that suggest they are anti-cancer substances. Materials and Methods: DFT and computational studies were performed on the structural properties of experimental molecules experimentally, and significant theoretical calculations were performed based on density functional theory (DFT) with Becke’s three-parameter exchange function21-22 of correlation functional Lee Yang Parr (B3LYP) with the basis set 6-31G (d,p) using Gaussian 03 software23. Geometrical parameters of the optimized structures were calculated and also the charge on each atom (Mulliken charge). Chemcraft program24 was used to visualize the optimized structure and ChemBio3D ultra 12.0 was used to visualize the highest occupied and lowest unoccupied molecular orbitals. Results: Preliminary screening in five studied ligands acts as inhibitors for different active sites along the target. The molecular docking study also revealed that the compound 6c was the most effective compounds in inhibiting Tankyrase I enzyme (2rf5), this result can help strongly in inhibition of carcinogenic cells and cancer treatment. Conclusion: We have described a new practical cyclocondensation synthesis for a series of [1,2,4]triazolo[4,3- c]pyrido[3,2-e] pyrimidine and pyrido[2',3':4,5] pyrimido[6,1-c][1,2,4] triazine from 2-amino-3-cyano-4.6- diarylpyridines. Also polyheterocyclic compounds containing [1,2,4]triazolo and [1,2,3,4]tetrazolo moieties were also synthesized through the reactions of 3-hydrazino-8,10-diaryl [1,2,4]triazolo[4,3-c]pyrido[3,2- e]pyrimidine with both formic acid and the formation of diazonuim salt respectively. Newly synthesized heterocycles structures were confirmed using elemental analysis, IR, 1H-NMR, 13C-NMR and mass spectral data. DFT and computational studies were carried out on five of the synthesized poly heterocyclic compounds to show their structural and geometrical parameters involved in the study. Molecular docking using Tankyrase I enzyme as a target showed how the studied heterocyclic compounds act as a ligand interacting most of active sites on Tankyrase I with a type of interactions specified for H-bonding and VDW. We investigated that the five studied ligands act as inhibitors for different active sites along the target. The molecular docking study also revealed that the compound 6c was the most effective compounds in inhibiting Tankyrase I enzyme (2rf5), this result can help strongly in inhibition of carcinogenic cells and cancer treatment.

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