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Journal articles on the topic 'Triazolothiadiazine'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Mostafa, Mohamed S., Ibrahim Ali M. Radini, Naglaa M. Abd El-Rahman, and Rizk E. Khidre. "Synthetic Methods and Pharmacological Potentials of Triazolothiadiazines: A Review." Molecules 29, no. 6 (2024): 1326. http://dx.doi.org/10.3390/molecules29061326.

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This review article examines the synthetic pathways for triazolothiadiazine derivatives, such as triazolo[3,4-b]thiadiazines, triazolo[5,1-b]thiadiazines, and triazolo[4,3-c]thiadiazines, originating from triazole derivatives, thiadiazine derivatives, or thiocarbohydrazide. The triazolothiadiazine derivatives exhibit several biological actions, including antibacterial, anticancer, antiviral, antiproliferative, analgesic, anti-inflammatory, and antioxidant properties. The review article aims to assist researchers in creating new biologically active compounds for designing target-oriented triazo

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2

Hassanien, Abu Zeid Abd El-Baset. "Phthalazinone in Heterocyclic Synthesis: Synthesis of Some s-Triazole, s-Triazolothiadiazine, s-Triazolothiadiazine, and s-Triazolothiadiazole Derivatives as Pharmaceutical Interest." Phosphorus, Sulfur, and Silicon and the Related Elements 178, no. 9 (2003): 1987–97. http://dx.doi.org/10.1080/10426500390228666.

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3

Bhat, Mashooq Ahmad, Abdul Arif Khan, Shahanavaj Khan, and Abdullah Al-Dhfyan. "Synthesis of New [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazines and Study of Their Anti-Candidaland Cytotoxic Activities." Journal of Chemistry 2014 (2014): 1–7. http://dx.doi.org/10.1155/2014/897141.

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New triazolothiadiazine derivatives5a–hwere synthesized from 4-amino-3-(4-pyridyl)-5-mercapto-4H-1,2,4-triazole (3) with substituted aryl hydrazonoyl chlorides4a–h. The compounds were testedin vitroagainst elevenCandidaspecies and compared with standard drug ketoconazole. Among these compounds, the compounds bearingp-chlorophenyl5e,p-methoxyphenyl5c, phenyl5a,andp-sulphonamidophenyl5gsubstituents on triazolothiadiazine system were found to be the most effective derivatives againstCandidaspecies. Compound5ewas the most effective compound againstC. parapsilosis(ATCC 22019),C. albicans(ATCC 66027

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4

Abdelhameed, Reda M., Hassan A. El-Sayed, Mahmoud El-Shahat, Ahmed A. El-Sayed, and Osama M. Darwesh. "Novel Triazolothiadiazole and Triazolothiadiazine Derivatives Containing Pyridine Moiety: Design, Synthesis, Bactericidal and Fungicidal Activities." Current Bioactive Compounds 14, no. 2 (2018): 169–79. http://dx.doi.org/10.2174/1573407213666170127095158.

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5

Aychiluhim, Tewodros Birhanu, and Vedula Rajeswar Rao. "Efficient, One-Pot Synthesis of Triazolothiadiazinyl-pyrazolone and Pyrazolyl-triazolothiadiazine Derivatives via Multicomponent Reaction." Synthetic Communications 44, no. 10 (2014): 1422–29. http://dx.doi.org/10.1080/00397911.2012.721917.

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6

Hussein, Mostafa A., Refaat M. Shaker, Mohammed A. Ameen, and Mohammed F. Mohammed. "Synthesis, anti-inflammatory, analgesic, and antibacterial activities of some triazole, triazolothiadiazole, and triazolothiadiazine derivatives." Archives of Pharmacal Research 34, no. 8 (2011): 1239–50. http://dx.doi.org/10.1007/s12272-011-0802-z.

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7

Tang, Zhiren, Yang Peng, and Fangming Liu. "Design and synthesis of novel quinoline derivatives bearing oxadiazole, isoxazoline, triazolothiadiazole, triazolothiadiazine, and piperazine moieties." Journal of Heterocyclic Chemistry 57, no. 6 (2020): 2330–38. http://dx.doi.org/10.1002/jhet.3907.

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8

Khan, Imtiaz, Shahid Hameed, Najim A. Al-Masoudi, Nabeel A. Abdul-Reda, and Jim Simpson. "New triazolothiadiazole and triazolothiadiazine derivatives as kinesin Eg5 and HIV inhibitors: synthesis, QSAR and modeling studies." Zeitschrift für Naturforschung B 70, no. 1 (2015): 47–58. http://dx.doi.org/10.1515/znb-2014-0162.

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AbstractA new series of fused 1,2,4-triazoles, namely 6-aryl-3-(furan-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 3a–h and 4a–f as well as 6-aryl-3-(furan-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines 5a–h, were synthesized by the condensation of 4-amino-5-(furan-2-yl)-4H-1,2,4-triazole-3-thiol (2) with substituted aromatic acids and phenacyl bromides, respectively. The structures of the newly synthesized compounds were established using spectroscopic analysis, while that of 3e was confirmed independently by a single-crystal X-ray structure determination. The compounds were evaluated

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9

Aychiluhim, Tewodros Birhanu, and Vedula Rajeswar Rao. "ChemInform Abstract: Efficient, One-Pot Synthesis of Triazolothiadiazinyl-pyrazolone and Pyrazolyl-triazolothiadiazine Derivatives via Multicomponent Reaction." ChemInform 45, no. 42 (2014): no. http://dx.doi.org/10.1002/chin.201442195.

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10

Appell, Michael, David L. Compton, and Kervin O. Evans. "Predictive Quantitative Structure–Activity Relationship Modeling of the Antifungal and Antibiotic Properties of Triazolothiadiazine Compounds." Methods and Protocols 4, no. 1 (2020): 2. http://dx.doi.org/10.3390/mps4010002.

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Predictive models were developed using two-dimensional quantitative structure activity relationship (QSAR) methods coupled with B3LYP/6-311+G** density functional theory modeling that describe the antimicrobial properties of twenty-four triazolothiadiazine compounds against Aspergillus niger, Aspergillus flavus and Penicillium sp., as well as the bacteria Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa. B3LYP/6-311+G** density functional theory calculations indicated the triazolothiadiazine derivatives possess only modest variation between the frontier or

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11

Jeyaseelan, S., H. C. Devarajegowda, R. Sathishkumar, Agnes Sylvia D'souza, and Alphonsus D'souza. "3-Ethyl-6-(4-fluorophenyl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1860. http://dx.doi.org/10.1107/s160053681202185x.

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In the title compound, C12H11FN4S, the thiadiazine ring adopts a twist-boat conformation. The dihedral angle between the triazolothiadiazine system and the benzene ring is 10.54 (9)°. The crystal structure is characterized by C—H...N hydrogen bonds. The crystal packing also exhibits π–π interactions, with a centroid–centroid distance of 3.6348 (15) Å.

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12

Abu Mohsen, Usama. "Biological evaluation of some triazole and triazolothiadiazine derivatives." MARMARA PHARMACEUTCAL JOURNAL 3, no. 16 (2012): 229–34. http://dx.doi.org/10.12991/201216403.

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13

Chunduru, Venkata Sreenivasa Rao, and Vedula Rajeswar Rao. "Synthesis of Coumarin Substituted Triazolothiadiazine DerivativesviaRing Transformation Reaction." Journal of Heterocyclic Chemistry 50, no. 1 (2013): 159–63. http://dx.doi.org/10.1002/jhet.958.

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14

Altıntop, Mehlika Dilek, Zafer Asım Kaplancıklı, Gülhan Turan-Zitouni, et al. "Synthesis and anticandidal activity of new triazolothiadiazine derivatives." European Journal of Medicinal Chemistry 46, no. 11 (2011): 5562–66. http://dx.doi.org/10.1016/j.ejmech.2011.09.020.

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15

Kaplancıklı, Zafer Asım, Gülhan Turan-Zitouni, Ahmet Özdemir, and Gilbert Revial. "New triazole and triazolothiadiazine derivatives as possible antimicrobial agents." European Journal of Medicinal Chemistry 43, no. 1 (2008): 155–59. http://dx.doi.org/10.1016/j.ejmech.2007.03.019.

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16

Kay, Mak Kit, Pichika Mallikarjuna Rao, Sandeep Kumar Singh, et al. "Synthesis, Characterization, And Bioactivity Studies Of Triazolothiadiazines As Potential Antifungal Agents." International Journal of Environmental Sciences 11, no. 7s (2025): 411–18. https://doi.org/10.64252/ejh4rc19.

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The escalating issue of antifungal resistance necessitates the development of novel therapeutic agents, particularly those containing azole scaffolds (Synthesis, Antifungal Activities, Molecular Docking and Molecular ..., 2023). This research focuses on the synthesis, comprehensive characterization, and evaluation of the bioactivity of triazolothiadiazine derivatives as promising antifungal candidates (Synthesis, Antifungal Activities, Molecular Docking and Molecular ..., 2023). A series of seventeen novel triazole derivative compounds were synthesized, with their structures rigorously elucida

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17

Altintop, Mehlika Dilek, Zafer Asim Kaplancikli, Guelhan Turan-Zitouni, et al. "ChemInform Abstract: Synthesis and Anticandidal Activity of New Triazolothiadiazine Derivatives." ChemInform 43, no. 11 (2012): no. http://dx.doi.org/10.1002/chin.201211158.

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18

VIJAY, K. CHADHA, and R. SHARMA G. "Bridgehead Nitrogen Heterocycles. Part-II. Reactions of 4-Bromo-3-methyl-1-substituted-5-pyrazolones with 4-Amino-3-mercapto-5-substituted-s-triazoles and Cyclic Thioureas1." Journal of Indian Chemical Society Vol. 67, July 1990 (1990): 610–12. https://doi.org/10.5281/zenodo.6241184.

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Department of Chemistry, Government Post-graduate College, Churu-331 001 <em>Manuscript received 21 July 1988, revised 11 December 1989, accepted 30 March 1990</em> Bridgehead Nitrogen Heterocycles. Part-II. Reactions of 4-Bromo-3-methyl-1-substituted-5-pyrazolones with 4-Amino-3-mercapto-5-substituted-<em>s</em>-triazoles and Cyclic Thioureas<sup>1</sup>

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19

Khan, Imtiaz, Aliya Ibrar, Sumera Zaib, et al. "Active compounds from a diverse library of triazolothiadiazole and triazolothiadiazine scaffolds: Synthesis, crystal structure determination, cytotoxicity, cholinesterase inhibitory activity, and binding mode analysis." Bioorganic & Medicinal Chemistry 22, no. 21 (2014): 6163–73. http://dx.doi.org/10.1016/j.bmc.2014.08.026.

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20

Chunduru, Venkata Sreenivasa Rao, and Vedula Rajeswar Rao. "ChemInform Abstract: Synthesis of Coumarin Substituted Triazolothiadiazine Derivatives (III) via Ring Transformation Reaction." ChemInform 44, no. 27 (2013): no. http://dx.doi.org/10.1002/chin.201327173.

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21

Acar Çevik, Ulviye, Betül Kaya Çavuşoğlu, Begüm Nurpelin Sağlık, et al. "Synthesis, Docking Studies and Biological Activity of New Benzimidazole- Triazolothiadiazine Derivatives as Aromatase Inhibitor." Molecules 25, no. 7 (2020): 1642. http://dx.doi.org/10.3390/molecules25071642.

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In the last step of estrogen biosynthesis, aromatase enzyme catalyzes the conversion of androgens to estrogens. Aromatase inhibition is an important way to control estrogen-related diseases and estrogen levels. In this study, sixteen of benzimidazole-triazolothiadiazine derivatives have been synthesized and studied as potent aromatase inhibitors. First, these compounds were tested for their anti-cancer properties against human breast cancer cell line (MCF-7). The most active compounds 5c, 5e, 5k, and 5m on MCF-7 cell line were subject to further in vitro aromatase enzyme inhibition assays to d

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22

Arshad, Nasima, Fouzia Altaf, Muhammad Akram, and Mehboob Ullah. "Furan and Phenyl Substituted Triazolothiadiazine Derivatives as Copper Corrosion Inhibitors: Electrochemical and DFT Studies." Protection of Metals and Physical Chemistry of Surfaces 55, no. 4 (2019): 770–80. http://dx.doi.org/10.1134/s2070205119040038.

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23

Arshad, Nasima, Abdur Rehman Akram, Muhammad Akram, and Imran Rasheed. "Triazolothiadiazine derivatives as corrosion inhibitors for copper, mild steel and aluminum surfaces: Electrochemical and quantum investigations." Protection of Metals and Physical Chemistry of Surfaces 53, no. 2 (2017): 343–58. http://dx.doi.org/10.1134/s2070205117020046.

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24

Iqbal, Jamshed, Syeda Abida Ejaz, Aliya Ibrar, et al. "Expanding the Alkaline Phosphatase Inhibition, Cytotoxic and Proapoptotic Profile of Biscoumarin‐Iminothiazole and Coumarin‐Triazolothiadiazine Conjugates." ChemistrySelect 3, no. 47 (2018): 13377–86. http://dx.doi.org/10.1002/slct.201801863.

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25

Khan, Imtiaz, Syeda Mahwish Bakht, Aliya Ibrar, et al. "Exploration of a library of triazolothiadiazole and triazolothiadiazine compounds as a highly potent and selective family of cholinesterase and monoamine oxidase inhibitors: design, synthesis, X-ray diffraction analysis and molecular docking studies." RSC Advances 5, no. 27 (2015): 21249–67. http://dx.doi.org/10.1039/c5ra00906e.

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26

Li, Ziqiang, Xiaoguang Bai, Qi Deng, et al. "Preliminary SAR and biological evaluation of antitubercular triazolothiadiazine derivatives against drug-susceptible and drug-resistant Mtb strains." Bioorganic & Medicinal Chemistry 25, no. 1 (2017): 213–20. http://dx.doi.org/10.1016/j.bmc.2016.10.027.

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27

Ibrar, Aliya, Sumera Zaib, Farukh Jabeen, Jamshed Iqbal, and Aamer Saeed. "Unraveling the Alkaline Phosphatase Inhibition, Anticancer, and Antileishmanial Potential of Coumarin-Triazolothiadiazine Hybrids: Design, Synthesis, and Molecular Docking Analysis." Archiv der Pharmazie 349, no. 7 (2016): 553–65. http://dx.doi.org/10.1002/ardp.201500392.

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28

Ma, Weifeng, Peng Chen, Xiansen Huo, et al. "Development of triazolothiadiazine derivatives as highly potent tubulin polymerization inhibitors: Structure-activity relationship, in vitro and in vivo study." European Journal of Medicinal Chemistry 208 (December 2020): 112847. http://dx.doi.org/10.1016/j.ejmech.2020.112847.

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29

Osmaniye, Derya, Şevval Karaca, Berkant Kurban, et al. "Design, synthesis, molecular docking and molecular dynamics studies of novel triazolothiadiazine derivatives containing furan or thiophene rings as anticancer agents." Bioorganic Chemistry 122 (May 2022): 105709. http://dx.doi.org/10.1016/j.bioorg.2022.105709.

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30

Salem, Mostafa E., Ahmed F. Darweesh, and Ahmed H. M. Elwahy. "Synthesis of novel scaffolds based on thiazole or triazolothiadiazine linked to benzofuran or benzo[d]thiazole moieties as new hybrid molecules." Synthetic Communications 50, no. 2 (2019): 256–70. http://dx.doi.org/10.1080/00397911.2019.1694689.

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31

Sever, Belgin, Mehlika Dilek Altıntop, Gökhan Kuş, Mete Özkurt, Ahmet Özdemir, and Zafer Asım Kaplancıklı. "Indomethacin based new triazolothiadiazine derivatives: Synthesis, evaluation of their anticancer effects on T98 human glioma cell line related to COX-2 inhibition and docking studies." European Journal of Medicinal Chemistry 113 (May 2016): 179–86. http://dx.doi.org/10.1016/j.ejmech.2016.02.036.

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32

Ammar, Y. A., M. M. Ghorab, A. M. Sh El-Sharief, and Sh I. Mohamed. "Naproxen in heterocyclic chemistry: Novel syntheses of triazoles, triazolothiadiazines, triazolothiadiazoles, and triazolothiadiazepine bearing an asymmetric carbon atom and radiostability of the biologically active compounds." Heteroatom Chemistry 13, no. 3 (2002): 199–206. http://dx.doi.org/10.1002/hc.10019.

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33

Thabet, Fatma M., Kamal M. Dawood, Eman A. Ragab, Mohamed S. Nafie, and Ashraf A. Abbas. "Design and synthesis of new bis(1,2,4-triazolo[3,4-b][1,3,4]thiadiazines) and bis((quinoxalin-2-yl)phenoxy)alkanes as anti-breast cancer agents through dual PARP-1 and EGFR targets inhibition." RSC Advances 12, no. 36 (2022): 23644–60. http://dx.doi.org/10.1039/d2ra03549a.

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A series of bis(triazolothiadiazines) and bis(quinoxalines) were synthesized and tested for their cytotoxicity and apoptosis-induction through PARP-1 and EGFR as molecular targets. Compound 8i exhibited high cytotoxic activity and promising dual enzyme inhibition.

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34

Ammar, Y. A., M. M. Ghorab, A. M. Sh El-Sharief, and Sh I. Mohamed. "ChemInform Abstract: Naproxen in Heterocyclic Chemistry: Novel Syntheses of Triazoles, Triazolothiadiazines, Triazolothiadiazoles, and Triazolothiadiazepine Bearing an Asymmetric Carbon Atom and Radiostability of the Biologically Active Compounds." ChemInform 33, no. 34 (2010): no. http://dx.doi.org/10.1002/chin.200234146.

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35

Khan, Imtiaz, Aliya Ibrar, and Naeem Abbas. "Triazolothiadiazoles and triazolothiadiazines – Biologically attractive scaffolds." European Journal of Medicinal Chemistry 63 (May 2013): 854–68. http://dx.doi.org/10.1016/j.ejmech.2013.01.060.

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36

Jayadevan, Sarayu, A. R. Biju, and K. V. Sujith. "Computational analysis and synthesis of triazolothiadiazines." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 493. https://doi.org/10.59467/ijhc.2025.35.493.

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The hybrid method, which combines in silico and synthetic approaches, is gaining attention in medicinal chemistry. The structural variations of ibuprofen conjugates of triazolo-thiadiazine were initially analyzed by computational methods, followed by synthesis. Ibuprofen was selected as a drug since it belongs to non-steroidal anti-inflammatory drugs and exhibits excellent anti-inflammatory and pain-relieving properties. This painkiller was designed and modified into various triazolothiadiazines, envisaging the different pharmacological properties associated with the heterocyclic compounds. An

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37

Hassan, Bassam A., Fadil M. Hamed, and Athraa Hameed Mekky. "SYNTHESIS, CHARACTERIZATION, AND PHARMACEUTICAL ACTIVITY OF FUSED TRIAZOLOTHIADIAZOLE DERIVATIVES." Chemical Problems 23, no. 4 (2025): 465–75. https://doi.org/10.32737/2221-8688-2025-4-465-475.

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A series of fused heterocyclic compound Triazolothiadiazole Derivatives 4a-4f was produced by treating 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol (3) with aryl aldehydes in the presence of KOH. The new triazolothiadiazole derivatives demonstrated anticancer efficacy through docking with the EGFR tyrosine kinase receptor protein, evidenced by docking scores ranging from (-3.23) to (-3.99) kcal/mol in comparison to the control Xalkori's value of (-3.22) kcal/mol. The new compounds were assessed for their vitro cytotoxic activities and tested against the MCF-7 cell line. The synthesized compounds

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38

KALYANAM, N., and S. G. MANJUNATHA. "ChemInform Abstract: A Short Synthesis of Triazolothiadiazines." ChemInform 23, no. 17 (2010): no. http://dx.doi.org/10.1002/chin.199217209.

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39

Roman, Gheorghe. "Schiff Bases and Triazolothiadiazines Derived from A Thiophene-Substituted 4-Amino-3-Mercapto-1,2,4-Triazole." Acta Chemica Iasi 27, no. 2 (2019): 137–54. http://dx.doi.org/10.2478/achi-2019-0011.

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Abstract 4-Amino-5-(thiophen-2-ylmethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione was synthesized and converted into the corresponding Schiff bases using several aromatic aldehydes. Reaction of this aminotriazolethione with phenacyl bromides lead to triazolothiadiazines, which were subsequently reduced with NaBH4 to dihydrotriazolothiadiazines. The latter type of fused heterocycle has been also obtained directly by reacting one of the previously obtained Schiff base with phenacyl bromides. NMR analysis confirmed the structures of the synthesized compounds.

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40

Abdel-Wahab, Bakr F., and Ismail Althagafi. "Recent Progress in the Synthetic Routes to Triazolothiadiazines." Phosphorus, Sulfur, and Silicon and the Related Elements 189, no. 10 (2014): 1433–54. http://dx.doi.org/10.1080/10426507.2014.902834.

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41

Khan, Imtiaz, Aliya Ibrar, and Naeem Abbas. "ChemInform Abstract: Triazolothiadiazoles and Triazolothiadiazines - Biologically Attractive Scaffolds." ChemInform 44, no. 34 (2013): no. http://dx.doi.org/10.1002/chin.201334238.

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42

Whang, Jina, and Yang-Heon Song. "Synthesis of Thienotriazolopyrimidine Derivatives Containing Triazolothiadiazole Moiety." Journal of Heterocyclic Chemistry 50, no. 3 (2013): 603–7. http://dx.doi.org/10.1002/jhet.1574.

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43

Aouad, Mohamed R., Amr M. Hassan Al-Saedi, Adeeb A. Ali, Nadjet Rezki, and Mouslim Messali. "Preparation of Novel 3-Fluorophenyl Triazolothiadiazoles and of Triazolothiadiazines." Organic Preparations and Procedures International 48, no. 4 (2016): 355–70. http://dx.doi.org/10.1080/00304948.2016.1194134.

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44

Turan-Zitouni, G., Z. A. Kaplancikli, K. Erol, and F. S. Kiliç. "Synthesis and analgesic activity of some triazoles and triazolothiadiazines." Il Farmaco 54, no. 4 (1999): 218–23. http://dx.doi.org/10.1016/s0014-827x(99)00016-6.

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45

Deng, Xian-Qing, Zheng-Qi Dong, Ming-Xia Song, Bing Shu, Shi-Ben Wang, and Zhe-Shan Quan. "Synthesis and Anticonvulsant Activities of Some Triazolothiadiazole Derivatives." Archiv der Pharmazie 345, no. 7 (2012): 565–73. http://dx.doi.org/10.1002/ardp.201100326.

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46

Sushil, kumar sah*and Birendra Shrivasatava. "QSAR MODELLING OF NEW TRIAZOLOTHIADIAZOLE DERIVATIVES AS ANTIMICROBIALS." Indo American Journal of Pharmaceutical Sciences 05, no. 01 (2018): 42–51. https://doi.org/10.5281/zenodo.1135271.

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In this research, twenty nine analogues having variable inhibition of E.coli were subjected to quantitative structure activity relationship analysis. Various thermodynamic, electronic and steric parameters were calculated using Chem 3D package of molecular modeling software Chemoffice 8.0. QSAR models were generated employing sequential multiple regression method using in–house statistical program VALSTAT. Statistically significant models with R–values 0.90 were obtained. Models were validated using leave one out and bootstrapping methods. Results obtained shows that stretch energy

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47

Gao, Wei, Yue Zhang, Rong Ye, et al. "Discovery of Novel Triazolothiadiazines as Fungicidal Leads Targeting Pyruvate Kinase." Journal of Agricultural and Food Chemistry 70, no. 4 (2022): 1047–57. http://dx.doi.org/10.1021/acs.jafc.1c07022.

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48

Abdel-Wahab, Bakr F., and Ismail Althagafi. "ChemInform Abstract: Recent Progress in the Synthetic Routes to Triazolothiadiazines." ChemInform 46, no. 6 (2015): no. http://dx.doi.org/10.1002/chin.201506288.

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49

CHANDE, M. S., B. M. KARNIK, and N. GANGULY. "ChemInform Abstract: Synthesis and Antimicrobial Screening of New s-Triazolothiadiazines." ChemInform 22, no. 43 (2010): no. http://dx.doi.org/10.1002/chin.199143160.

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50

Kapoor, Kamini, Vivek K. Gupta, Satya Paul, Seema Sahi, and Rajni Kant. "4-Bromobenzoic acid–6-(4-bromophenyl)-3-methyl-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole (1/1)." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1185—o1186. http://dx.doi.org/10.1107/s1600536812012184.

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Abstract:

In the title 1:1 co-crystal, C10H7BrN4S·C7H5BrO2, the triazolothiadiazole system is approximately planar [with a maximum deviation of 0.030 (4) Å] and forms a dihedral angle of 8.6 (1)° with the bromophenyl ring. In the carboxylic acid molecule, the carboxyl group is rotated by 6.4 (3)° out of the benzene ring plane. The crystal structure features O—H...N and C—H...O hydrogen bonds, π–π stacking interactions [centroid–centroid distances = 3.713 (2), 3.670 (2) and 3.859 (3) Å] and short S...N [2.883 (4) Å] contacts.

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