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Journal articles on the topic 'Tetrazolona'

Author: Grafiati

Published: 5 September 2021

Last updated: 29 July 2025

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1

Bonyad, Ali Moin. "Synthesis of Chalcones from Acetone and tetrazole and 2-acetyl naphthalene Assisted by Microwave." Engineering and Technology Quarterly Reviews 3, no. 1 (2020): 16–22. https://doi.org/10.5281/zenodo.3686827.

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In the present study, we understood the total synthesis one chalcone derivative via Claisen-Schmidt condensation of the respective aldehydes and ketones using Microwave assisted irradiation method. In the microwave environment, chemical reactions usually proceed faster and give higher yields with fewer by- products. In the synthesis, a common aldehyde namely tetrazolo {1, 5-a} quinoline-4-carbaldehyde was used while the ketones used were respectively acetone, 2- acetyl Naphthalene. The Chalcone synthesised from Tetrazolo {1, 5-a} quinolone-4-carbaldehyde and acetone was 4-(tetrazolo {1, 5-a} q

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2

Khidre, Rizk E., Tahah A. Ameen, and Mounir A. I. Salem. "Tetrazoloquinolines: Synthesis, Reactions, and Applications." Current Organic Chemistry 24, no. 4 (2020): 439–64. http://dx.doi.org/10.2174/1385272824666200217095341.

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This review summarizes the synthesis, reactions, and biological activities of tetrazolo[1,5-a]quinoline derivatives. These derivatives were synthesized by several methods such as i) from the reaction of 2-chloroquinoline with sodium azide ii) from diazotization 2-hydrazinylquinoline derivatives, and iii) from intramolecular cyclocondensation of 2-azidoarylidenes. Also, the chemical reactions and pharmacological activities of some tetrazoloquinolines such as tetrazolo[1,5-a]quinoline-4-carbaldehyde, 5-chlorotetrazolo[ 1,5-a]quinoline, 4-(chloromethyl)tetrazolo[1,5-a]quinoline, tetrazolo[1,5- a]

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3

Reason, Thomas E., Benjamin Goka, Jeanette A. Krause, Abelline K. Fionah, Elsayed M. Zahran, and Sundeep Rayat. "Cu2O nanoparticle-catalyzed synthesis of diaryl tetrazolones and investigation of their solid-state properties." CrystEngComm 23, no. 17 (2021): 3220–29. http://dx.doi.org/10.1039/d1ce00119a.

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1,4-Diaryl tetrazolones 1 have been synthesized by Cu<sub>2</sub>O nanoparticle-catalyzed C–N coupling of aryl tetrazolones 2 with aryl boronic acids 3 in the presence of oxygen, and their crystal structures have been reported.

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4

He, Piao, Le Wu, Jin-Ting Wu, Xin Yin, Michael Gozin, and Jian-Guo Zhang. "Alkali and alkaline earth metal salts of tetrazolone: structurally interesting and excellently thermostable." Dalton Transactions 46, no. 26 (2017): 8422–30. http://dx.doi.org/10.1039/c7dt01179b.

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5

Duncton, Matthew A. J., Ryan B. Murray, Gary Park, and Rajinder Singh. "Tetrazolone as an acid bioisostere: application to marketed drugs containing a carboxylic acid." Organic & Biomolecular Chemistry 14, no. 39 (2016): 9343–47. http://dx.doi.org/10.1039/c6ob01646d.

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6

Monzon, Loana I., Nicole C. M. Rocha, Gabriela T. Quadros, et al. "Synthesis of 4-(Phenylchalcogenyl)tetrazolo[1,5-a]quinolines by Bicyclization of 2-Azidobenzaldehydes with Phenylchalcogenylacetonitrile." Molecules 28, no. 13 (2023): 5036. http://dx.doi.org/10.3390/molecules28135036.

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A general methodology to access valuable 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines was developed by the reaction of 2-azidobenzaldehyde with phenylchalcogenylacetonitriles (sulfur and selenium) in the presence of potassium carbonate (20 mol%) as a catalyst. The reactions were conducted using a mixture of dimethylsulfoxide and water (7:3) as solvent at 80 °C for 4 h. This new methodology presents a good functional group tolerance to electron-deficient and electron-rich substituents, affording a total of twelve different 4-(phenylchalcogenyl)tetrazolo[1,5-a]quinolines selectively in modera

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7

Könnecke, Andreas, Christian Richter, and Eberhard Lippmann. "s-Triazolo[4,3-c]tetrazolo[1,5-a]pyrimidine aus 5-substituierten Tetrazolen und 5-Chlor-7-methyltetrazolo[1,5-a]py-rimidin." Zeitschrift für Chemie 19, no. 3 (2010): 101–2. http://dx.doi.org/10.1002/zfch.19790190310.

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8

Duncton, Matthew A. J., and Rajinder Singh. "A one-pot synthesis of tetrazolones from acid chlorides: understanding functional group compatibility, and application to the late-stage functionalization of marketed drugs." Organic & Biomolecular Chemistry 14, no. 39 (2016): 9338–42. http://dx.doi.org/10.1039/c6ob01644h.

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9

Sepsey Für, Csilla, György Keglevich, and Hedvig Bölcskei. "Unexpected Formation of 4-aryl-1-(Propane-2-ylidenehydrazono)-2,3-diazaspiro[5.5]undec-3-ene by the Reaction of Pyridazinethiones Derivatives with Hydrazine." Molbank 2021, no. 3 (2021): M1243. http://dx.doi.org/10.3390/m1243.

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After making a new series of spiro[cycloalkane]pyridazinones with high Fsp3 character available, the new target was to synthesize derivatives comprising nitrogen-containing heterocycles, such as triazolo or tetrazolo rings. The corresponding thioxo derivatives (1a,b) seemed to be good starting materials for the synthesis of tetrazolo derivatives. The reaction of the pyridazinethiones (1a,b) with hydrazine surprisingly resulted in Schiff bases (3a,b) deriving from the reaction of hydrazones (2a,b) with acetone.

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10

Ramírez-López, Sandra C., M. V. Basavanag Unnamatla, and Rocío Gámez-Montaño. "Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process." Proceedings 9, no. 1 (2018): 41. http://dx.doi.org/10.3390/ecsoc-22-05796.

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A solvent-free and catalyst-free synthesis of fused bis-heterocycles containing imidazo[1,2-a]pyridine and tetrazolo[1,5-a]quinoline frameworks is reported via a one-pot process. This Groebke–Blackburn–Bienaymé reaction (GBBR)/SNAr/ring-chain azido tautomerization cascade proceeds under eco-friendly conditions. The tetrazolo[1,5-a]quinoline and imidazo[1,2-a]pyridine scaffolds are present in various compounds with interesting pharmacological properties and could lead to the discovery of novel bioactive molecules.

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11

Fréneau, Maxime, Norbert Hoffmann, Jean-Pierre Vors, Pierre Genix, Claire Richard, and Pascal de Sainte Claire. "Phototransformation of tetrazoline oxime ethers – part 2: theoretical investigation." RSC Advances 6, no. 68 (2016): 63965–72. http://dx.doi.org/10.1039/c6ra07712a.

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12

Ergan, Erdem, Nurullah Seker, Begum Akbas, and Esvet Akbas. "Theoretical calculation of newly synthesized tetrazolopyrimidine derivatives as a potential corrosion inhibitor." Journal of the Serbian Chemical Society, no. 00 (2021): 67. http://dx.doi.org/10.2298/jsc210419067g.

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In this work, we wanted to define a general and comprehensive strategy for the synthesis of tetrazolo[1,5-a]pyrimidine derivatives. For this purpose, we obtained new tetrazolo[1,5-a]pyrimidine molecules via the mercury-promoted desulfurization reaction, including hydrolysis, cyclizations, and eliminations. All of the molecules were characterized by FT-IR, 1H NMR, 13C NMR, and elemental analysis. On the other hand, the potentials of compounds as corrosion inhibitors were calculated at B3LYP / 6-31G (d, p) level via density functional theory (DFT).

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13

Lei, Xiaofang, Panagiota Lampiri, Pravin Patil, Giasemi Angeli, Constantinos G. Neochoritis, and Alexander Dömling. "A multicomponent tetrazolo indole synthesis." Chemical Communications 57, no. 54 (2021): 6652–55. http://dx.doi.org/10.1039/d1cc02384e.

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14

Ramírez-López, Sandra C., M. V. Basavanag Unnamatla, and Rocío Gámez-Montaño. "A One-Pot Process for the Synthesis of Alkyne-3-tretrazolyl-tetrazolo [1,5-a] Quinolines." Proceedings 9, no. 1 (2018): 42. http://dx.doi.org/10.3390/ecsoc-22-05798.

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An efficient synthesis of alkyne-3-tetrazolyl-tetrazolo[1,5-a] quinolones via a one-pot isocyanide-based multicomponent reaction (IMCR) process: I-MCR Ugi-azide/SNAr/ring-chain azido tautomerization was performed under eco-friendly conditions. We report the one-pot synthesis of tris-heterocycles containing a tetrazolo[1,5-a] quinoline connected to a 1,5-disubstituted-tetrazole (1,5-DS-T). The synthesis of these compounds is of great interest in synthetic and medicinal chemistry because these heterocycles are considered privileged scaffolds and their preparation and evaluation may lead to the d

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15

Scapin, Elisandra, Paulo R. S. Salbego, Caroline R. Bender, et al. "Synthesis, effect of substituents on the regiochemistry and equilibrium studies of tetrazolo[1,5-a]pyrimidine/2-azidopyrimidines." Beilstein Journal of Organic Chemistry 13 (November 10, 2017): 2396–407. http://dx.doi.org/10.3762/bjoc.13.237.

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An efficient synthesis methodology for a series of tetrazolo[1,5-a]pyrimidines substituted at the 5- and 7-positions from the cyclocondensation reaction [CCC + NCN] was developed. The NCN corresponds to 5-aminotetrazole and CCC to β-enaminone. Two distinct products were observed in accordance with the β-enaminone substituent. When observed in solution, the compounds can be divided into two groups: (a) precursor compounds with R = CF3 or CCl3, which leads to tetrazolo[1,5-a]pyrimidines in high regioselectivity with R at the 7-position of the heterocyclic ring; and (b) precursor compounds with R

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16

Boltjes, André, George P. Liao, Ting Zhao, Eberhardt Herdtweck та Alexander Dömling. "Ugi 4-CR synthesis of γ- and δ-lactams providing new access to diverse enzyme interactions, a PDB analysis". Med. Chem. Commun. 5, № 7 (2014): 949–52. http://dx.doi.org/10.1039/c4md00162a.

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17

Weinberg, Peter, Christian Csongar, Michael Feist, and Georg Toma-Schewski. "Photochemie von Bis-2H-tetrazolen - Thermoanalytische Untersuchungen an Bis-2H-tetrazolen." Zeitschrift für Chemie 29, no. 7 (2010): 264–65. http://dx.doi.org/10.1002/zfch.19890290723.

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18

Leškovskis, Kristaps, Anatoly Mishnev, Irina Novosjolova, and Māris Turks. "SNAr Reactions of 2,4-Diazidopyrido[3,2-d]pyrimidine and Azide-Tetrazole Equilibrium Studies of the Obtained 5-Substituted Tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines." Molecules 27, no. 22 (2022): 7675. http://dx.doi.org/10.3390/molecules27227675.

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A straightforward method for the synthesis of 5-substituted tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines from 2,4-diazidopyrido[3,2-d]pyrimidine in SNAr reactions with N-, O-, and S- nucleophiles has been developed. The various N- and S-substituted products were obtained with yields from 47% to 98%, but the substitution with O-nucleophiles gave lower yields (20–32%). Furthermore, the fused tetrazolo[1,5-a]pyrimidine derivatives can be regarded as 2-azidopyrimidines and functionalized in copper(I)-catalyzed azide-alkyne dipolar cycloaddition (CuAAC) and Staudinger reactions due to the presence of a

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19

Mounir, Salem, Magda Marzouk, and Naglaa Mahmoud. "Synthesis of various fused pyrimidine rings with their pharmacological and antimicrobial evaluation." Journal of the Serbian Chemical Society 79, no. 9 (2014): 1059–73. http://dx.doi.org/10.2298/jsc130528016m.

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Various fused pyrimidine such as furo[2,3-d]pyrimidine, triazolo[1,5-a]pyrimidine, tetrazolo[1,5-a]pyrimidine were synthesized from the reactions of thioxopyrimidine-6(1H)-ones with ethyl chloroacetate (under different reaction conditions), thiourea, and sodium nitrite. Pyrimidine thiones reacted with POCl3/PCl5 to give the chloro derivatives which reacted with sodium azide, and thiourea to give the tetrazolo[1,5-c]pyrimidine, pyrimido pyrimidine. Thioxopyrimidine-6(1H)-ones reacted with benzyl amine to give pyrrolo[2,3-d]pyrimidinethione. Theoretical calculation using MIDO/3, Fukui indices an

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20

Pino-Gonzalez, M. S., A. Romero-Carrasco, S. Calvo-Losada, N. Oña-Bernal, J. J. Quirante, and F. Sarabia. "Synthesis of tetrazole fused azepanes and quantum chemical topology study on the mechanism of the intramolecular cycloaddition reaction." RSC Adv. 7, no. 79 (2017): 50367–71. http://dx.doi.org/10.1039/c7ra10899k.

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21

Wu, Liqiang. "Synthesis and biological evaluation of novel 1,2-naphthoquinones possessing tetrazolo[1,5-a]pyrimidine scaffolds as potent antitumor agents." RSC Advances 5, no. 32 (2015): 24960–65. http://dx.doi.org/10.1039/c5ra00711a.

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22

Chen, Sitong, Yuji Liu, Yongan Feng, Xianjin Yang, and Qinghua Zhang. "5,6-Fused bicyclic tetrazolo-pyridazine energetic materials." Chemical Communications 56, no. 10 (2020): 1493–96. http://dx.doi.org/10.1039/c9cc08782f.

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23

Jeminejs, Andris, Irina Novosjolova, Ērika Bizdēna, and Māris Turks. "Nucleophile–nucleofuge duality of azide and arylthiolate groups in the synthesis of quinazoline and tetrazoloquinazoline derivatives." Organic & Biomolecular Chemistry 19, no. 35 (2021): 7706–23. http://dx.doi.org/10.1039/d1ob01315g.

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24

Liu, Teng, Yi-Gang Ji, and Lei Wu. "tert-Butyl nitrite-mediated radical cyclization of tetrazole amines and alkynes toward tetrazolo[1,5-a]quinolines." Organic & Biomolecular Chemistry 17, no. 10 (2019): 2619–23. http://dx.doi.org/10.1039/c9ob00169g.

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25

Nord, Erika, Hanyang Zhou, and Sundeep Rayat. "Interaction of aryl tetrazolones with anions: proton transfer vs. hydrogen bonding." New Journal of Chemistry 45, no. 31 (2021): 14184–92. http://dx.doi.org/10.1039/d1nj02647j.

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Tetrazolones 1a,b interact with HSO<sub>4</sub><sup>−</sup>, Br<sup>−</sup>, NO<sub>3</sub><sup>−</sup>, NCS<sup>−</sup> and Cl<sup>−</sup> through H-bonding, but undergo deprotonation with a more basic AcO<sup>−</sup> anion.

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26

Bock, Hans, and Ralph Dammel. "Gasphasen-Reaktionen, 71 PE-Spektren und Pyrolysen stickstoffreicher Kohlenstoff-Verbindungen: CN4, C2N4, C2H2N4, C4H6N4 und C5H4N4 Gasphase Reactions, 72 PE Spectra and Pyrolyses of Nitrogen-Rich Carbon Compounds: CN4, C2N4, C2H2N4, C4H6N4 and C5H4N4." Zeitschrift für Naturforschung B 45, no. 1 (1990): 59–71. http://dx.doi.org/10.1515/znb-1990-0112.

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AbstractThe PE spectra of the nitrogen-rich title compounds cyanogen azide NC-N3, azodicarbonitrileNC - N = N - CN, azidoacetonitrile NC - H2C - N3, tetrazolo[1,5-a]pyridine (H4C5N)(N )3 andtrimethylenetetrazole (H2C)3(CN4) are presented and assigned by radical cation state comparisonwith related compounds or by Koopmans’ correlation with MNDO eigenvalues. In a low pressureflow system the compounds decompose at higher temperatures, with elimination of the thermodynamicallyfavorable N2 molecule. PE-spectroscopic real-time analysis reveals as further products:NC - N3 → C∞, NC - N = N - CN → NC -

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27

Bhuyan, Pulak J., Kushal C. Lekhok, and Jagir S. Sandhu. "Studies on Uracils: Synthesis of Tetrazolo[4’,5':1,6]pyrido[2,3-d]pyrimidines by the Action of Cyano Stabilised Carbanions on 6-Azido-5-formyluracils." Journal of Chemical Research 23, no. 3 (1999): 232–33. http://dx.doi.org/10.1177/174751989902300331.

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28

Haleel, A., P. Arthi, N. Dastagiri Reddy, et al. "DNA binding, molecular docking and apoptotic inducing activity of nickel(ii), copper(ii) and zinc(ii) complexes of pyridine-based tetrazolo[1,5-a]pyrimidine ligands." RSC Adv. 4, no. 105 (2014): 60816–30. http://dx.doi.org/10.1039/c4ra11197d.

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29

Mekheimer, Ramadan Ahmed, Galal Hamza Elgemeie, and Thomas Kappe. "Synthesis of some novel azido- and tetrazoloquinoline-3-carbonitriles and their conversion into 2,4-diaminoquinoline-3-carbonitriles." Journal of Chemical Research 2005, no. 2 (2005): 82–85. http://dx.doi.org/10.3184/0308234054497100.

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30

He, Piao, Jian-Guo Zhang, Kun Wang, Xin Yin, Shao-Wen Zhang, and Jian-She Jiao. "Calculations predict a novel desired compound containing eight catenated nitrogen atoms: 1-amino-tetrazolo-[4,5-b]tetrazole." RSC Adv. 4, no. 48 (2014): 25302–9. http://dx.doi.org/10.1039/c4ra03515a.

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31

Wang, Qian, Yanli Shao, and Ming Lu. "Amino-tetrazole functionalized fused triazolo-triazine and tetrazolo-triazine energetic materials." Chemical Communications 55, no. 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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32

Miao, Jiankang, Yahui Zhang, Xiaoyan Sang, and Wenyan Hao. "A silver(i)-catalyzed cascade bicyclization strategy for synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines." Organic & Biomolecular Chemistry 17, no. 9 (2019): 2336–40. http://dx.doi.org/10.1039/c8ob03220c.

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An efficient method for the synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines via the silver(i)-catalyzed tandem bicyclization of o-alkynylphenyl isothiocyanates and sodium azide has been developed.

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33

Lohmann, Niklas, Vesna Milovanović, Dariusz G. Piekarski, and Olga García Mancheño. "Metal-free oxoammonium salt-mediated C(sp³)–H oxidative Ugi-azide multicomponent reaction." Organic & Biomolecular Chemistry 20, no. 14 (2022): 2896–908. http://dx.doi.org/10.1039/d2ob00101b.

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A one-pot, oxidative Ugi-azide multicomponent reaction mediated by oxoammonium salts is presented. This method provides a direct access to α-tetrazolo N-heterocycles in excellent yields employing simple NaN3 as azide source.

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34

Gornowicz, Agnieszka, Anna Szymanowska, Mariusz Mojzych, Krzysztof Bielawski, and Anna Bielawska. "The Effect of Novel 7-methyl-5-phenyl-pyrazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazine Sulfonamide Derivatives on Apoptosis and Autophagy in DLD-1 and HT-29 Colon Cancer Cells." International Journal of Molecular Sciences 21, no. 15 (2020): 5221. http://dx.doi.org/10.3390/ijms21155221.

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The discovery of cytotoxic drugs is focused on designing a compound structure that directly affects cancer cells without an impact on normal cells. The mechanism of anticancer activity is mainly related with activation of apoptosis. However, recent scientific reports show that autophagy also plays a crucial role in cancer cell progression. Thus, the objective of this study was to synthesize 7-methyl-5-phenyl-pyrazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazine utilizing nucleophilic substitution reaction at the position N1. The biological activity of tested compounds was assessed in DLD-1 and HT-29

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35

Sepsey Für, Csilla Sepsey, Gergő Riszter, Áron SzigetvárI, et al. "Novel Ring Systems: Spiro[Cycloalkane] Derivatives of Triazolo- and Tetrazolo-Pyridazines." Molecules 26, no. 8 (2021): 2140. http://dx.doi.org/10.3390/molecules26082140.

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In orderto synthesize new pyridazine derivatives anellated with different nitrogen heterocyclic moieties, spiro[cycloalkane]pyridazinones were transformed into the corresponding thioxo derivatives via a reaction with phosphorus pentasulfide. The reaction of the formed 2,3-diazaspiro[5.5] undec-3-ene-1-thiones with hydrazine provided the corresponding 1-hydrazono-2,3-diazaspiro[5.5] undec-3-ene, whose diazotization led to the desired spiro[cyclohexane-1,8′-tetrazolo[1,5-b]pyridazines. The reaction of dihydropyridazinethiones with benzhydrazide afforded the corresponding 7H-spiro[[1,2,4]triazolo

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36

Suresh, Lingala, P. Sagar Vijay Kumar, T. Vinodkumar, and G. V. P. Chandramouli. "Heterogeneous recyclable nano-CeO2 catalyst: efficient and eco-friendly synthesis of novel fused triazolo and tetrazolo pyrimidine derivatives in aqueous medium." RSC Advances 6, no. 73 (2016): 68788–97. http://dx.doi.org/10.1039/c6ra16307f.

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A ceria nanocatalyst was used for the one-pot, multicomponent condensation reaction of benzoylacetonitrile, aromatic aldehydes and 5-amino-triazole/tetrazole proceeding via C–C and C–N bond formation to deliver triazolo/tetrazolo[1,5-a]pyrimidines.

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37

Afraj, Shakil N., Chinpiao Chen, and Gene-Hsian Lee. "Synthesis of decahydropyrrolo[1,2-a]tetrazolo[1,5-d]pyrazines via Strecker reaction and intramolecular [3+2] cycloaddition." RSC Advances 6, no. 35 (2016): 29783–93. http://dx.doi.org/10.1039/c6ra00063k.

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An efficient method for synthesizing a series of novel (5aS,10R)-10-aryl-5,5a,6,7,8,10-hexahydropyrrolo[1,2-a]tetrazolo[1,5-d]pyrazines by using a catalyst-free three-component Strecker reaction followed by an intramolecular [3+2] cycloaddition.

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38

Madhavachary, Rudrakshula, Qian Wang, and Alexander Dömling. "With unprotected amino acids to tetrazolo peptidomimetics." Chemical Communications 53, no. 61 (2017): 8549–52. http://dx.doi.org/10.1039/c7cc03370b.

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We have synthesized a library of tetrazolo peptidomimetics in two steps. The universality of this Ugi-tetrazole reaction was further examined using the N,C-unprotected dipeptide Gly–Gly and tripeptide Gly–Gly–Gly for the first time.

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39

B., SUDHAKAR, RAJARAM P., SUNDARA RAMAIAH T., LAXMAN RAO K., and K. RAMRAJ S. "Azatriterpenes. Part-VII, Synthesis of 2-Eno- [2,3-g]tetrazolo[1,5 a]pyrimidines of Pentacyclic Triterpenes." Journal of Indian Chemical Society Vol. 64, Nov 1987 (1987): 712–13. https://doi.org/10.5281/zenodo.6254132.

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Department of Chemistry, Nizam College, Hyderabad-500 001 Department of Chemistry, Vivek Vardhlui College, Hyderabad-500 195 <em>Manuscript received 5 November 1986, accepted 18 September 1987</em> Azatriterpenes. Part-VII, Synthesis of 2-Eno- [2,3-g]tetrazolo[1,5 a]pyrimidines of Pentacyclic Triterpenes.  

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40

Simoni, Daniele, Riccardo Rondanin, Giancarlo Furnò, Enrico Aiello, and Francesco Paolo Invidiata. "Facile synthesis of pyrazoles and pyrroles via thermolysis of tetrazolo[1,5-b]pyridazines, tetrazolo[1,5-a]pyrimidines and tetrazolo[1,5-a]pyridines." Tetrahedron Letters 41, no. 15 (2000): 2699–703. http://dx.doi.org/10.1016/s0040-4039(00)00243-4.

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41

Kciuk, Mateusz, Somdutt Mujwar, Beata Marciniak, et al. "Genotoxicity of Novel Pyrazolo[4,3-e]tetrazolo[1,5-b][1,2,4]triazine Sulfonamides in Normal and Cancer Cells In Vitro." International Journal of Molecular Sciences 24, no. 4 (2023): 4053. http://dx.doi.org/10.3390/ijms24044053.

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Pyrazolo[4,3-e]tetrazolo[1,5-b][1,2,4]triazine sulfonamides constitute a novel group of heterocyclic compounds with broad biological activities including anticancer properties. The compounds investigated in this study (MM134, -6, -7, and 9) were found to have antiproliferative activity against BxPC-3 and PC-3 cancer cell lines in micromolar concentrations (IC50 0.11–0.33 µM). Here, we studied the genotoxic potential of the tested compounds with alkaline and neutral comet assays, accompanied by immunocytochemical detection of phosphorylated γH2AX. We found that pyrazolo[4,3-e]tetrazolo[1,5-b][1

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Kuberkar, Sharad V., Vijay N. Bhosale, Sambhaji P. Vartale, and Santosh G. Badne. "Synthesis and some novel reactions of 8-chloro-2H-[1,2,4]triazino[3,4-b] [1,3]benzothiazole-3,4-dione and 6-chloro-2-hydrazino-1,3-benzothiazole." Journal of Chemical Research 2005, no. 10 (2005): 632–35. http://dx.doi.org/10.3184/030823405774663084.

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3,8-Dichloro-4H-[1,2,4]triazino[3,4-b][1,3]benzothiazole-4-one on reaction independently with sodium hydroxide solution and sodium azide undergo novel ring contraction reactions to give 7-chloro[1,2,4]triazolo[3,4-b][1,3] benzothiazole and 8-chloro tetrazolo[1′,5′:1,5][1,2,4]triazolo[3,4-b][1,3]benzothiazole respectively.

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Lamberth, Clemens. "Organic Isocyanates and Isothiocyanates: Versatile Intermediates in Agrochemistry." Synthesis 54, no. 05 (2021): 1250–60. http://dx.doi.org/10.1055/a-1678-8528.

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AbstractIn recent decades, organic isocyanates and isothiocyanates have been often applied as reactive intermediates in research syntheses or manufacturing routes of many agrochemicals. These heterocumulenes allowed the installation of crucial carboxylic functions, such as carbamates, ureas, and semicarbazones, but have also been used for the construction of five- and six-membered heterocycles, such as tetrazolones, thiazoles, and uracils.1 Introduction2 Preparation of Carboxylic Acid Functions3 Preparation of Heterocyclic Rings4 Conclusion

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Gómez-Zavaglia, A., I. D. Reva, L. Frija, M. L. Cristiano, and R. Fausto. "Photochemistry of 1-phenyl-tetrazolone isolated in solid argon." Journal of Photochemistry and Photobiology A: Chemistry 179, no. 3 (2006): 243–55. http://dx.doi.org/10.1016/j.jphotochem.2005.08.021.

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Simoni, Daniele, Riccardo Rondanin, Giancarlo Furno, Enrico Aiello, and Francesco Paolo Invidiata. "ChemInform Abstract: Facile Synthesis of Pyrazoles and Pyrroles via Thermolysis of Tetrazolo[1,5-b]pyridazines, Tetrazolo[1,5-a]pyrimidines and Tetrazolo[1,5-a]pyridines." ChemInform 31, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.200026041.

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Krivopalov, V. P., V. I. Mamatyuk, and E. B. Nikolaenkova. "Effect of intramolecular hydrogen bond on the azide-tetrazole equilibrium of 5-(2?-hydroxyphenyl)tetrazolo[1,5-a]pyrimidine,-tetrazolo[1,5-c]pyrimidme, -tetrazolo[1,5-c]quinazoline, and 7-(2?-hydroxyphenyl)tetrazolo[1,5-c]pyrimidine." Russian Chemical Bulletin 44, no. 8 (1995): 1435–43. http://dx.doi.org/10.1007/bf00714425.

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Asaad, Adel N., and El Sayed H. El Ashry. "A Theoretical Study on Intramolecular Cyclization of Azidobenzotriazine to Tetrazolobenzotriazines." Zeitschrift für Naturforschung A 51, no. 9 (1996): 1012–18. http://dx.doi.org/10.1515/zna-1996-0907.

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Abstract The cyclization equilibrium of 3-azidobenzo[l,2,4]triazine (1 a) with tetrazolo[5,1-b]benzo[1,2,4] triazine (linear isomer, 1 b) and tetrazolo[5,1-c]benzo[1,2,4]triazine (angular isomer, 1 c) is investigated computationally using the molecular orbital MNDO-SCF method. The results suggest that the higher reactivity of atom N(4) with respect to N(2) towards the cyclization is due to: (i) The negative charge density upon N(4) is 1.3 time larger than that upon N(2); (ii) In the highest occupied molecular orbital (HOMO) the coefficient at N(4) is 2.4 times larger than that at N(2); (iii) T

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Katrusiak, Anna, Urszula Skierska, and Andrzej Katrusiak. "Azido-tetrazolo tautomers of methylated azolopyridazines." Journal of Molecular Structure 751, no. 1-3 (2005): 65–73. http://dx.doi.org/10.1016/j.molstruc.2005.04.025.

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Könnecke, Andreas, Ronald Dörre, and Eberhard Lippmann. "Synthesen mit Tetrazolo[1,5-a]chinoxalinen." Zeitschrift für Chemie 18, no. 7 (2010): 257–58. http://dx.doi.org/10.1002/zfch.19780180708.

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Bernat, Zofia, Anna Szymanowska, Mateusz Kciuk, Katarzyna Kotwica-Mojzych, and Mariusz Mojzych. "Review of the Synthesis and Anticancer Properties of Pyrazolo[4,3-e][1,2,4]triazine Derivatives." Molecules 25, no. 17 (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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