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Journal articles on the topic '5] thiadiazine derivatives'

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Published: 4 June 2025

Last updated: 1 August 2025

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1

Innes, Dylan, Michael V. Perkins, Andris J. Liepa, and Craig L. Francis. "N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XIV. Synthesis and Reactivity of the New Benzo[4,5]imidazo[1,2-b][1,2,6]thiadiazine Ring System." Australian Journal of Chemistry 71, no. 1 (2018): 58. http://dx.doi.org/10.1071/ch17255.

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N,N-Dialkyl-N′-chlorosulfonyl chloroformamidines 1 underwent regioselective reactions with the 1,3-NCC bis-nucleophilic 1H-benzimidazole-2-acetonitriles 4 and related compounds to produce benzo[4,5]imidazo[1,2-b][1,2,6]thiadiazine dioxides 6, 9, 12, and 14, representatives of a new ring system. Reaction of dichlorides 1 with trifluoroacetyl derivative 16 afforded benzo[4,5]imidazo[1,2-c]pyrimidines 19 and 20. An N-acyl and some N-alkyl derivatives of benzimidazo-thiadiazines 6 were prepared to demonstrate the potential of this new ring system as a novel scaffold for synthetic and medicinal che

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2

Naqui, Jahan Siddiqui* Atul Barsagade Mohammad Idrees. "SYNTHESIS, ANTIMICROBIAL AND ANTIOXIDANT ACTIVITIES OF 1,3,5-THIADIAZINE DERIVATIVES." Indo American Journal of Pharmaceutical Sciences 04, no. 10 (2017): 3655–63. https://doi.org/10.5281/zenodo.1035798.

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A series of N-(4-(benzyloxy)benzylidene)-2-(arylimino)-6-(phenylimino)-3,6-dihydro-2H-1,3,5-thiadiazin-4- amine derivatives (4a-d) have been synthesized by condensation of 1-(N-4-(benzyloxy) benzylidenecarbamimidoyl)-3-arylthiourea (3a-d) with phenyl isocyanodichloride. Interaction of 1- carbamimidoyl-3-arylthiourea (2a-d) and p-benzyloxy benzaldehyde yielded (3a-d). Monoacetyl (5b) and mononitroso (6b) derivatives were also synthesised by substitution of hydrogen atom of cyclic –NH- of 4b on treatment with acetic anhydride and sodium nitrite respectively. Further, 4b upon boiling with 5% aque

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3

Yan, Jinghua, Weijie Si, Haoran Hu, Xu Zhao, Min Chen, and Xiaobin Wang. "Design, synthesis and antimicrobial activities of novel 1,3,5-thiadiazine-2-thione derivatives containing a 1,3,4-thiadiazole group." PeerJ 7 (September 6, 2019): e7581. http://dx.doi.org/10.7717/peerj.7581.

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A series of novel 1,3,5-thiadiazine-2-thione derivatives containing a 1,3,4-thiadiazole group was designed and synthesized. The structures of all the compounds were well characterized using 1H NMR, 13C NMR and high-resolution mass spectrometer, and further confirmed by the X-ray diffraction analysis of 8d. The antimicrobial activities of all the target compounds against Xanthomonas oryzae pv. oryzicola, X. oryzae pv. oryzae, Rhizoctonia solani and Fusarium graminearum were evaluated. The in vitro antimicrobial bioassays indicated that some title compounds exhibited noteworthy antimicrobial eff

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4

Alsahib, Sanaa abdul. "Characterization and Biological Activity of Some New Derivatives Derived from Sulfamethoxazole Compound." Baghdad Science Journal 17, no. 2 (2020): 0471. http://dx.doi.org/10.21123/bsj.2020.17.2.0471.

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A new series of Sulfamethoxazole derivatives was prepared and examined for antifibrinolytic and antimicrobial activities. Sulfamethoxazole derivatives bear heterocyclic moieties such as 1,3,4-thiadiazine {3}, pyrazolidine-3,5-diol {4} 6-hydroxy-1,3,4-thiadiazinane-2-thione {5} and [(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)diazenyl] {8}. Their structures were elucidated by spectral methods (FT-IR, H1-NMR). Physical properties are also determined for all compound derivatives. Recently prepared compounds were tested for their antimicrobial activity in the laboratory. Each screened compound sho

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5

Obydennov, Konstantin L'vovich, Tatiana Andreevna Kalinina, Olga Alexandrovna Vysokova, et al. "The different modes of chiral [1,2,3]triazolo[5,1-b][1,3,4]thiadiazines: crystal packing, conformation investigation and cellular activity." Acta Crystallographica Section C Structural Chemistry 76, no. 8 (2020): 795–809. http://dx.doi.org/10.1107/s2053229620009328.

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The crystal structures of four new chiral [1,2,3]triazolo[5,1-b][1,3,4]thiadiazines are described, namely, ethyl 5′-benzoyl-5′H,7′H-spiro[cyclohexane-1,6′-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine]-3′-carboxylate, C19H22N4O3S, ethyl 5′-(4-methoxybenzoyl)-5′H,7′H-spiro[cyclohexane-1,6′-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine]-3′-carboxylate, C20H24N4O4S, ethyl 6,6-dimethyl-5-(4-methylbenzoyl)-6,7-dihydro-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine-3-carboxylate, C17H20N4O3S, and ethyl 5-benzoyl-6-(4-methoxyphenyl)-6,7-dihydro-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine-3-carboxylate, C21H20N4O4

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6

I, Khan. "Synthesis of 3, 5-Disubstituted-Tetrahydro-2h-1, 3, 5-Thiadiazine2-Thiones Derivatives and their Metal Complexes as Potential Bioactive Agents." International Journal of Pharmacognosy & Chinese Medicine 7, no. 2 (2023): 1–12. http://dx.doi.org/10.23880/ipcm-16000239.

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Thiadiazine thione derivatives (2-(5-(2-.hydroxyethyl)-2-thioxo-1,3,5-thiadiazinane-3-yl) Acetic acid, 2-(5-.butyl-6-thioxo.-1, 3, 5-thiadiazinane-3-yl) Acetic acid, 2, 1 and 2 were synthesized by the reaction of alkyl primary amines (glycine, butylamine) with carbon disulfide and potassium hydroxide followed by addition of formaldehyde and various primary amines (ethanolamine, glycine) in phosphate buffer medium. The synthesized compounds were transformed into organometallic complexes (3-12) Ni (II), Co (II), Cu (II), Zn (II) and Fe (II) using their metal salts. The structure determinations o

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7

Gong, Tang, Liu та Liu. "Synthesis and Evaluation of Novel 2H-Benzo[e]-[1,2,4]thiadiazine 1,1-Dioxide Derivatives as PI3Kδ Inhibitors". Molecules 24, № 23 (2019): 4299. http://dx.doi.org/10.3390/molecules24234299.

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In previous work, we applied the rotation-limiting strategy and introduced a substituent at the 3-position of the pyrazolo [3,4-d]pyrimidin-4-amine as the affinity element to interact with the deeper hydrophobic pocket, discovered a series of novel quinazolinones as potent PI3Kδ inhibitors. Among them, the indole derivative 3 is one of the most selective PI3Kδ inhibitors and the 3,4-dimethoxyphenyl derivative 4 is a potent and selective dual PI3Kδ/γ inhibitor. In this study, we replaced the carbonyl group in the quinazolinone core with a sulfonyl group, designed a series of novel 2H-benzo[e][1

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8

Bibik, E. Yu, I. A. Nekrasa, A. V. Demenko, K. A. Frolov, V. V. Dotsenko, and S. G. Krivokolysko. "Studying the adaptogenic activity of a series of tetrahydropyrido[2,1-b] [1,3,5] thiadiazine derivatives." Bulletin of Siberian Medicine 18, no. 3 (2019): 21–28. http://dx.doi.org/10.20538/1682-0363-2019-3-21-28.

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Introduction. In the modern world people are exposed to the influence of adverse psychological and physical factors, escalating in intensity. The search for new pharmacodynamic effects of [1,3,5]-thiadiazine derivatives designated by significant biological activity of these compounds is an essential issue.Aim. To research adaptogenic activity of tetrahydropyrido[2,1-b][1,3,5]thiadiazine derivatives using a modified Porsolt Forced Swim Test.Materials and methods. Four substances from the group of 3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6Hpyrido[2,1-b][1,3,5]thiadiazine-9-carbonitriles were selec

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9

Abu-Hashem, Ameen Ali, and Rasha A. M. Faty. "Synthesis, Antimicrobial Evaluation of Some New 1, 3, 4-Thiadiazoles and 1, 3, 4- Thiadiazines." Current Organic Synthesis 15, no. 8 (2018): 1161–70. http://dx.doi.org/10.2174/1570179415666180720114547.

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Background: 1, 3, 4-thiadiazoles, 1, 3, 4-thiadiazines and thienopyrimidines have newly attracted attention due to their forceful pharmacological activities. They showed antimicrobial, antiviral, analgesic and anti-inflammatory properties. Objective: The aim of this research is to synthesize new thiadiazolothienopyrimidines (2-10), thienopyrimidothiadiazines (11-15), quinoxaline-thienopyrimidinones (16) and thienopyrimido- thiadiazinoquinoxalinones (17) via effectual high yield procedure for assessing their antimicrobial activity. Method: A series of new 1, 3, 4-thiadiazolothienopyrimidines, t

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10

Bibik, Elena, Oksana Yaroshevskaya, Andrey Demenko, Konstantin Frolov, Viktor Dotsenko, and Sergey Kryvokolisko. "The effect of derivatives of tetrahydropyrido[2,1-b][1,3,5] thiadiazine on hematologic indices of rats with subacute parotitis." Research Results in Pharmacology 4, no. (2) (2018): 77–83. https://doi.org/10.3897/rrpharmacology.4.28305.

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Introduction: Regardless of belonging of NSAIDs to one or another chemical group, they all have common side effects that can occur when using these drugs for a long or short period. One type of toxicity in the spectrum of side effects of modern non-steroidal anti-inflammatory drugs is hematotoxicity. Objectives: to study the indices characterizing the red and white hematopoiesis in a clinical blood examination in animals with a simulated inflammation process against a background of pharmacocorrection with original thiadiazine derivatives. Methods: The experiments were carried out on 48 white p

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11

Norman, Rebecca E., Michael V. Perkins, Andris J. Liepa, and Craig L. Francis. "N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XII. Synthesis and Reactivity of the Pyrazolo[3,4-e][1,2,4]thiadiazine Ring System." Australian Journal of Chemistry 68, no. 9 (2015): 1455. http://dx.doi.org/10.1071/ch15028.

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N,N-Dialkyl-N′-chlorosulfonyl chloroformamidines 1 reacted regioselectively with 1-substituted 5-aminopyrazoles 2 via a 1,3-CCN dinucleophilic substitution to afford pyrazolo[3,4-e][1,2,4]thiadiazines 3 as the sole isolated products. Compounds 3, representatives of a very rare ring system, were shown to possess three nucleophilic sites at N2, N4, and N6. Methylation occurred at all three sites. Alkylation with benzylic halides occurred preferentially at N2, but some also occurred at N4, and at C7a. Alkylation with ethyl bromoacetate occurred at both N4 and N6, but the latter derivatives underw

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12

Bibik, Elena, Oksana Yaroshevskaya, Anton Yeryomin, Konstantin Frolov, Victor Dotsenko, and Sergey Kryvokolisko. "STUDY OF ANALEPTIC ACTIVITY OF TETRAHYDROPYRIDO [2,1-b] [1,3,5] TIADIAZINE DERIVATIVES." Research Results in Pharmacology 3, no. (4) (2017): 20–25. https://doi.org/10.18413/2313-8971-2017-3-4-20-25.

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Introduction: Our goal is to conduct an investigation of the analeptic activity of the tetrahydropyrido [2,1-b] [1,3,5] thiadiazine derivative group. Materials and methods: Biological studies were carried out on 78 white pedigreed mature sexually transmitted rats of both sexes weighing 230-270 g in the autumn-winter period. The test substances were administered intragastrically at a dose of 5 mg/kg 1 hour prior to the induction of anesthesia. Animals of the control group received thiopental sodium at a dose of 70 mg/kg. As the reference preparation, sodium caffeine-benzoate was used intraperit

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13

Bibik, Elena, Oksana Yaroshevskaya, Andrey Demenko, Konstantin Frolov, Viktor Dotsenko, and Sergey Kryvokolisko. "The effect of derivatives of tetrahydropyrido[2,1-b][1,3,5] thiadiazine on hematologic indices of rats with subacute parotitis." Research Results in Pharmacology 4, no. 2 (2018): 77–83. http://dx.doi.org/10.3897/rrpharmacology.4.28305.

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Introduction: Regardless of belonging of NSAIDs to one or another chemical group, they all have common side effects that can occur when using these drugs for a long or short period. One type of toxicity in the spectrum of side effects of modern non-steroidal anti-inflammatory drugs is hematotoxicity. Objectives: to study the indices characterizing the red and white hematopoiesis in a clinical blood examination in animals with a simulated inflammation process against a background of pharmacocorrection with original thiadiazine derivatives. Methods: The experiments were carried out on 48 white p

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14

Bibik, Elena Yu, Anna A. Saphonova, Anton V. Yeryomin, Konstantin A. Frolov, Victor V. Dotsenko, and Sergey G. Krivokolysko. "Study of analeptic activity of tetrahydropyrido [2,1-b] [1,3,5] tiadiazine derivatives." Research Results in Pharmacology 3, no. 4 (2017): 20–25. http://dx.doi.org/10.18413/2313-8971-2017-3-4-20-25.

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Introduction: Our goal is to conduct an investigation of the analeptic activity of the tetrahydropyrido [2,1-b] [1, 3, 5] thiadiazine derivative group. Materials and Methods: Biological studies were carried out on 78 white pedigreed mature sexually transmitted rats of both sexes weighing 230-270 g in the autumn-winter period. The test substances were administered intragastrically at a dose of 5 mg/kg 1 hour prior to the induction of anesthesia. Animals of the control group received thiopental sodium at a dose of 70 mg/kg. As the reference preparation, sodium caffeinebenzoate was used intraperi

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15

Myrko, I. I., T. I. Chaban, V. V. Ohurtsov, I. V. Drapak, and V. S. Matiichuk. "Synthesis and study of the anticancer activity of some new 7H-[1,2,4]triazolo [3,4-b][1,3,4]thiadiazines." Current issues in pharmacy and medicine: science and practice 14, no. 3 (2021): 320–27. http://dx.doi.org/10.14739/2409-2932.2021.3.240361.

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The problem of finding effective low-toxic anticancer agents is one of the most important in modern medicine and pharmacy. Despite a large selection of anticancer drugs and a variety of mechanisms of their action, the effectiveness of existing drugs continues to be insufficient. Among the numerous natural and synthetic heterocyclic compounds that exhibit anticancer activity, 7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine derivatives, which are able to initiate different pathways of tumor cell death. Based on this, the synthesis of new derivatives of this class of compounds and the study of their

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16

Afrough, T., M. Bakavoli, and H. Eshghi. "Synthesis and characterisation of new 3-methyl-6-[1-(pyrimidin-4-yl)ethyl]-5H-pyrimido[5,4-e][1,2,4]triazolo[3,4-b][1,3,4]thiadiazine derivatives." Journal of Chemical Research 41, no. 7 (2017): 376–79. http://dx.doi.org/10.3184/174751917x14967701766978.

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A new series of 3-methyl-6-[1-(pyrimidin-4-yl)ethyl]-5 H-pyrimido[5,4- e][1,2,4]triazolo[3,4- b][1,3,4]thiadiazine derivatives was synthesised through the condensation reaction of 5-bromo-4-[1-(5-bromo-2,6-dichloropyrimidin-4-yl)ethyl]-2-chloro-6-methylpyrimidine and 4-amino-5-methyl-4 H-1,2,4-triazole-3-thiol.

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17

Sriram, D., K. Jyothi Mallika, and P. Yogeeswari. "Synthesis of Tetrahydro-2H-[1,3,5]thiadiazine-5-(4-pyridylcarboxamido)-2-thione with antitubercular activity." Scientia Pharmaceutica 72, no. 1 (2004): 35–41. http://dx.doi.org/10.3797/scipharm.aut-04-04.

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3-Substituted-5-(4-pyridylcarboxamide)tetrahydro-2H-[1,3,5]thiadizine-2-thione derivatives (1-9) were synthesized as derivatives of isoniazid (INH) to overcome the resistance developed with its therapeutic use. The structures were confirmed by their spectral and elemental analyses data. These derivatives revealed higher lipophilicity compared with INH. The antimycobacterial activity of the synthesized compounds and INH was evaluated in vitro against Mycobacterium tuberculosis H37Rv at 6.25 µg/ml in BACTEC 12B medium using the BACTEC 460 radiometric system. The derivatives exhibited antitubercu

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18

Hamdi, Maamar, Oualid Talhi, Artur Silva, et al. "Synthetic Approach Toward Heterocyclic Hybrids of [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazines." Synlett 29, no. 11 (2018): 1502–4. http://dx.doi.org/10.1055/s-0036-1591991.

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The synthesis of novel heterocyclic [1,2,4]triazolo[3,4-b][1,3,4]thiadiazine hybrids by a bimolecular reaction of 2-(4-amino-5-mercapto-4H-[1,2,4]triazol-3-yl)phenol with an aromatic or heterocyclic α-bromoacetyl derivatives is described. This synthetic procedure starts from an unprotected phenol.

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19

Özen, Gürkan, Erhan Palaska, and Emirhan Nemutlu. "Determination of Acidity Constant (pKa), Lipophilic Partition (LogP) and Distribution Coefficients (LogD) Values of Some 3-(2-Phenylethyl)-Tetrahydro-2H-1,3,5-Thiadiazine-2-Thione-5-Acetic Acid Derivatives." Cumhuriyet Science Journal 45, no. 4 (2024): 673–82. https://doi.org/10.17776/csj.1538755.

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Invasive fungal infections pose a significant threat to human health, emphasizing the urgent need for new and effective antifungal agents. 3,5-Disubstituted-tetrahydro-2H-1,3,5-thiadiazine-2-thione derivatives have shown promising antifungal activity. This study focused on characterizing the physicochemical properties, specifically the acidity constant (pKa), lipophilic partition coefficient (logP), and distribution coefficient (logD), of four 3-(2-phenylethyl)-tetrahydro-2H-1,3,5-thiadiazine-2-thione-5-acetic acid derivatives (EP1, EP2, EP3, and EP4) with varying α-carbon substituents. pKa va

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20

Mustafa Taha Abdull, Monther F. Mahdi, and Ayad k. Khan. "Molecular docking, Synthesis and Characterization of New Indomethacin and Mefenamic Acid Analogues as Potential Anti-inflammatory Agents." Al Mustansiriyah Journal of Pharmaceutical Sciences 23, no. 3 (2023): 336–44. http://dx.doi.org/10.32947/ajps.v23i3.1052.

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In this work the pharmacological study and synthesis of new thiadiazine bearing on triazole which obtained from hippuric acid , indomethacin and mefenamic acid that have carboxylic acid moiety, Drugs with carboxylic groups and thiocarbohydrazide interacted to produce the 4-amino-5-aryl-4H-1,2,4-triazole-3-thiol (1a-c). and the starting products 4-amino-5-aryl-4H-1,2,4-triazole-3-thiol) were treated with chloroacetyl chloride to produce final products (2a-c). To confirm the structure of the generated compounds, FT-IR, 1H-NMR, and mass spectroscopy were used to characterize all derivatives

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21

Khramchikhin, Andrey V., Mariya A. Skryl’nikova, Iana L. Esaulkova, et al. "Novel [1,2,4]triazolo[3,4-b][1,3,4]thiadiazine and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazepine Derivatives: Synthesis, Anti-Viral In Vitro Study and Target Validation Activity." Molecules 27, no. 22 (2022): 7940. http://dx.doi.org/10.3390/molecules27227940.

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This study of the interaction system of binucleophilic 3-substituted 4-amino-4H-1,2,4-triazole-5-thiols and 3-phenyl-2-propynal made it possible to develop a new approach to synthesis of such isomeric classes as 7-benzylidene-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine and 8-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazepine. Among the 20 compounds studied in vitro against influenza A/Puerto Rico/8/34 (H1N1) virus, half of them demonstrated selectivity index (SI) of 10 or higher and one of them (4-((3-phenylprop-2-yn-1-yl)amino)-4H-1,2,4-triazole-3-thiol) possessed the highest (SI > 300). Docki

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22

Belanov, Evgeny, Lyudmila Sidorova, Vladimir Rusinov, et al. "Anti-orthopoxviral activity of the 2-Cycloalkylimino-5-(4-Nitrophenyl)-1,3,4-Thiadiazine Derivatives." Antiviral Research 78, no. 2 (2008): A54. http://dx.doi.org/10.1016/j.antiviral.2008.01.111.

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23

Susanta, K. Borthakur, Boruah Paran, and N. Goswami Birendra. "[4+2] Cycloaddition reaction: Synthesis and antifungal activities of 2-substituted 1,2,4-triazolo[3,2-c][1,3,5]thiadiazine-3,3-dioxides." Journal of Indian Chemical Society Vol. 90, Jul 2013 (2013): 1005–8. https://doi.org/10.5281/zenodo.5774794.

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Department of Chemistry, Arya Vidyapeeth College, P.O. Gopinath Nagar, Guwahati-781 016, Assam, India <em>E-mail</em> : skbthakur@yahoo.co.in Medicinal Aromatic and Economic Plant Division, Formerly of Synthetic Organic Chemistry Division, North East Institute of Science and Technology, Jorhat-785 006, Assam, India <em>Manuscript received online 06 August 2012, revised 09 August 2012, accepted 16 August 2012</em> 3-Benzylidineamino-1,2,4-triazole undergoes [4+2] cycloaddition reaction with sulfene resulting in good yield of [1,2,4]-triazolo[3,2-<em>c</em>][1,3,5]-thiadiazine-3,3-dioxide deriva

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Di Santo, R., R. Costi, M. Artico, et al. "1,2,5-Benzothiadiazepine and Pyrrolo[2,1-d]-[1,2,5]Benzothiadiazepine Derivatives with Specific Anti-Human Immunodeficiency Virus Type 1 Activity." Antiviral Chemistry and Chemotherapy 9, no. 2 (1998): 127–37. http://dx.doi.org/10.1177/095632029800900204.

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We synthesized and tested as novel inhibitors of human immunodeficiency virus type 1 (HIV-1) bi- and tricyclic thiadiazine ring homologues of 7-chloro-2-ethyl-2 H-1,2,4-benzothiadiazin-3-(4 H)-one 1,1-dioxide, which is a compound endowed with anti-HIV-1 activity at low micromolar concentrations. Benzothiadiazepine derivatives were obtained by alkylation of 8-chloro-2,3-dihydro-3-methyl-1,2,5-benzothiadiazepin-4(5 H)-one 1,1-dioxide, which was obtained by intramolecular cyclization of 2-(2-amino-5-chloro-benzenesulphonamido) propanoic acid. Pyrrolobenzothiadiazepines were synthesized from N-sub

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Nami, Navabeh, Mehdi Forozani, Vida Khosravimoghadam, and Rahmatallah Taherinasab. "Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings." E-Journal of Chemistry 9, no. 1 (2012): 161–66. http://dx.doi.org/10.1155/2012/867637.

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Reaction of tartaric acid with thiocarbohydrazide(2)and thiosemicarbazide(6)afforded 1,2-bis(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol(3)and 1,2-bis(5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol(7). Reaction of compounds3and7with DMAD (dimethylacety lendi carboxylate) and DEAD (diethylacetylendicarboxylate) gave 1,2-bis(7-[(z)-methoxycarbonylmethylen]-5,6-dihydro-5H-6-one-[1,2,4] riazolo[3,4-b] [1,3,4] thiadiazin-3-yl)-ethan-1,2-diol(4), 1,2-bis(7-[(z)-ethoxycarbonylmethylen] -5,6-dihydro -5H-6-one-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-ethan-1,2- diol(5)and 1,2-bis(

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Kulikova, L. B., G. I. Ezhova, N. E. Kravchenko, O. V. Dorofeeva, A. S. Kulikov, and A. G. Zavozin. "Synthesis of N-haloacyl and N-hetarylthioacyl derivatives of 2-amino-5-aryl-6H-1,3,4-thiadiazine." Russian Chemical Bulletin 56, no. 8 (2007): 1631–36. http://dx.doi.org/10.1007/s11172-007-0255-1.

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Radini, Ibrahim. "Design, Synthesis, and Antimicrobial Evaluation of Novel Pyrazoles and Pyrazolyl 1,3,4-Thiadiazine Derivatives." Molecules 23, no. 9 (2018): 2092. http://dx.doi.org/10.3390/molecules23092092.

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A novel series of pyrazolyl 1,3,4-thiadiazines 5a–c, 8a–c, 12, 15a–c, 17a–c, and 20 was prepared from the reaction of pyrazole-1-carbothiohydrazide 1a,b with 2-oxo-N′-arylpropanehydrazonoyl chloride, 2-chloro-2-(2-arylhydrazono)acetate, and 3-bromoacetylcoumarin. Moreover, the regioselective reaction of 5-pyrazolone-1-carbothiohydrazide 1a with 4-substituted diazonium salts and 4-(dimethylamino)benzaldehyde gave the corresponding hydrazones 21a–c and 22. The newly prepared compounds were characterized by spectroscopy and elemental analysis. Many new synthesized compounds showed considerable an

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28

Hui, Xin-Ping, Peng-Fei Xu, Qin Wang, Qi Zhang, and Zi-Yi Zhang. "Synthesis and Antibacterial Activity of 3-(5-Methylisoxazol-3-yl) −1,2,4-triazolo [3,4-b]-1,3,4-thiadiazine Derivatives." Chinese Journal of Chemistry 19, no. 10 (2010): 991–95. http://dx.doi.org/10.1002/cjoc.20010191015.

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29

Bilai, I. M., V. I. Dariy, A. V. Khilkovets, and A. I. Bilai. "Current research trends of 1,2,4-triazole derivatives biological activity (literature review)." Current issues in pharmacy and medicine: science and practice 18, no. 2 (2025): 197–205. https://doi.org/10.14739/2409-2932.2025.2.322344.

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The relevance of searching for new active compounds among 1,2,4-triazole derivatives is determined by their potential effectiveness in treating various diseases such as cancer, inflammation, microbial infections, and antioxidant disorders. Studies show that these compounds can inhibit the proliferation of cancer cells, exhibit anti-inflammatory properties, demonstrate activity against pathogenic microorganisms, and neutralize free radicals, which is important for preventing oxidative stress. Therefore, the study of 1,2,4-triazole derivatives may lead to the development of new effective drugs,

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30

Ahmed, Essam Kh. "Synthesis of New Pyrido[4″,3″:4″,5″]thieno[2″,3″:4,5]pyrimido[2,1-b][1,3,4]thiadiazine Derivatives." Phosphorus, Sulfur, and Silicon and the Related Elements 177, no. 4 (2002): 989–1000. http://dx.doi.org/10.1080/10426500210671.

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31

Penta, Santhosh, and Rajeswar Rao Vedula. "A facile one-pot synthesis of 1,3,4-thiadiazine-5-yl-pyran-2-one derivatives via a multicomponent reaction." Journal of Sulfur Chemistry 32, no. 4 (2011): 327–33. http://dx.doi.org/10.1080/17415993.2011.588951.

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32

Cano, Carolina, Pilar Goya, Juan Antonio Paez, Rocío Girón, Eva Sánchez, and María Isabel Martín. "Discovery of 1,1-dioxo-1,2,6-thiadiazine-5-carboxamide derivatives as cannabinoid-like molecules with agonist and antagonist activity." Bioorganic & Medicinal Chemistry 15, no. 23 (2007): 7480–93. http://dx.doi.org/10.1016/j.bmc.2007.07.056.

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33

Fedotov, S. O., and A. S. Hotsulia. "Synthesis and properties of 6-(2,6-dichlorophenyl)-3- (3-methyl-1H-pyrazol-5-yl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazine-7-carboxylic acid and its salts." Current issues in pharmacy and medicine: science and practice 16, no. 2 (2023): 121–29. http://dx.doi.org/10.14739/2409-2932.2023.2.279460.

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Carboxylic acids and their derivatives are an important component of many biological processes. For example, they can be used to create new medicines that can be useful in the fight against various diseases. Additionally, compounds containing a thiazole moiety may possess beneficial properties in practical pharmacy. The incorporation of this heterocyclic structure in molecules can positively impact several biological characteristics, such as anti-inflammatory, antiviral, and antifungal activities. Consequently, exploring novel compounds that combine a thiazole fragment with a carboxyl group ho

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34

Dotsenko, Victor V., Elena A. Chigorina, and Sergey G. Krivokolysko. "Synthesis of 4-(1,3,5-Thiadiazinan-2-ylidene)-2-(3,4- dihydro-2H-1,3,5-thiadiazin-6-yl)pent-2-enedinitriles." Proceedings 9, no. 1 (2018): 24. http://dx.doi.org/10.3390/ecsoc-22-05681.

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The reaction of cyanothioacetamide with diethyl ethoxymethylenemalonate in the presence of triethylamine in hot EtOH proceeds non-selectively and leads to the formation of a mixture of triethylammonium 1,5-diamino-2,4-dicyano-5-thioxopenta-1,3-diene-1-thiolate (minor) and triethylammonium 3-cyano-5-ethoxycarbonyl-6-oxo-1Н-pyridine-2-thiolate (major). Upon treatment with primary amines and 37% aqueous HCHO in boiling aqueous ethanol, the reaction product affords only 4-(1,3,5-thiadiazinan-2-ylidene)-2-(3,4-dihydro-2H-1,3,5-thiadiazin- 6-yl)pent-2-enedinitrile derivatives, instead of the expecte

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35

Glotova, Tatýana, Nadezhda Protsuk, Alexander Albanov, Valentin Lopyrev, and Gennadii Dolgushin. "Dithiobiuretes in reactions with electrophilic acetylenes. New derivatives of 1,3,5-dithiazines,-thiadiazines and-triazines as the products of competing reactions of nucleophilic cycloaddition." Open Chemistry 1, no. 3 (2003): 222–32. http://dx.doi.org/10.2478/bf02476225.

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AbstractThe nucleophilic addition of 2,4-dithiobiurete, 1- and 1,4-substituted 2,4-dithiobiuretes (2 a-e) with benzoylacetylene (1) has been studied. 2-(Benzoylmethyl)-4-(R1-imino)-6-(R2-imino)dihydro-4H-1,3,5-dithiazinium perchlorates (3 a-e) are obtained in glacial acetic acid (AcOH) in the presence of equimolar quantities of HClO4. The reaction of benzoylacetylene with 1,5-diphenyl-2,4-dithiobiurete in either of MeOH, C6H6, or MeCN solvents proceeds non-selectively to give a mixture of products such as 2-(benzoylmethyl)-4,6-di(phenylimino)dihydro-4H-1,3,5-dithiazine (5), 2-(benzoylmethyl)-4

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36

Özçelik, Azime, Seyhan Ersan, Ali Ural, Semiha Özkan, and Mevlüt Ertan. "Synthesis of 3-Substituted-5-(4-carboxycyclohexylmethyl)-tetrahydro-2H-1,3,5-thiadiazine-2-thione Derivatives as Antifibrinolytic and Antimicrobial Agents." Arzneimittelforschung 57, no. 08 (2011): 554–59. http://dx.doi.org/10.1055/s-0031-1296648.

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37

Hui, Xin-Ping, Qin Wang, Qi Zhang, and Zi-Yi Zhang. "ChemInform Abstract: Synthesis and Antibacterial Activity of 3-(5-Methylisoxazol-3-yl)-1,2,4-triazolo[3,4-B]-1,3,4-thiadiazine Derivatives." ChemInform 33, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.200250126.

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38

Bibik, Elena Yu, Darya R. Bukhtoyarova, and Sergej G. Krivokolysko. "Effect of some compounds from the series of derivatives of cyanothioacetamide with analgesic activity on liver function parameters of rats with chronic administration of paracetamol against the background of alcohol load." Research Results in Pharmacology 11, no. 1 (2025): 27–35. https://doi.org/10.18413/rrpharmacology.11.555.

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Introduction: Derivatives of 1,4-dihydropyridines from a series of α-cyanothioacetamide derivatives are a potentially promising class of compounds with analgesic activity. Materials and methods: The experiment was carried out on 64 white male rats weighing 220-250 g. The rats were divided into 8 groups: intact, control, comparison (thiotriazoline 50 mg/kg) and 5 experimental groups (derivatives of 1.4-dihydropyridine and thiadiazine 5 mg/kg). Acute paracetamol-alcohol liver damage was modeled after two weeks of taking 1 mL of 400 ethanol and paracetamol at a dose of 500 mg/kg. Results: The tot

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Hussein, Mostafa A., and Mohammed Hashem. "Synthesis of New 3-Substituted-5-(2-hydroxyethyl)-3,4,5,6-tetrahydro-2H-l,3,5-thiadiazine-2-thione Derivatives with Potential Antimicrobial Activity." Archiv der Pharmazie 341, no. 6 (2008): 370–76. http://dx.doi.org/10.1002/ardp.200700195.

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40

Bondock, Samir, Abd El-Gaber Tarhoni, and Ahmed A. Fadda. "Heterocyclic Synthesis with 4-Benzoyl-1-cyanoacetylthiosemicarbazide: Selective Synthesis of Some Thiazole, Triazole, Thiadiazine, Pyrrylthiazole, and Pyrazolo[1,5-a]triazine Derivatives." Monatshefte für Chemie - Chemical Monthly 139, no. 2 (2008): 153–59. http://dx.doi.org/10.1007/s00706-007-0764-5.

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41

Marathe, Suyog, and Anil V. Karnik. "Synthesis of 3-arylamino-6-phenyl[1, 2, 4]triazolo[3,4-b][1, 3, 4]thiadiazine derivatives as potential bioactive molecules." Chemistry of Heterocyclic Compounds 53, no. 5 (2017): 604–7. http://dx.doi.org/10.1007/s10593-017-2098-5.

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42

Abdel-Wahab, Bakr F., Hatem A. Abdel-Aziz, and Essam M. Ahmed. "Synthesis and antimicrobial evaluation of some 1,3-thiazole, 1,3,4-thiadiazole, 1,2,4-triazole, and 1,2,4-triazolo[3,4-b][1,3,4]-thiadiazine derivatives including a 5-(benzofuran-2-yl)-1-phenylpyrazole moiety." Monatshefte für Chemie - Chemical Monthly 140, no. 6 (2008): 601–5. http://dx.doi.org/10.1007/s00706-008-0099-x.

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43

Haggam, Reda Ahmed, Mohamed Gomma Assy, Mohamed Hassan Sherif, and Mohamed Mohamed Galahom. "A series of 1,3-imidazoles and triazole-3-thiones based thiophene-2-carboxamides as anticancer agents: Synthesis and anticancer activity." European Journal of Chemistry 9, no. 2 (2018): 99–106. http://dx.doi.org/10.5155/eurjchem.9.2.99-106.1701.

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By addition of semicarbazide or phenylhydrazine hydrochloride to thienoylisothiocyanate (1) resulted in building of thiosemicarbazide derivative (2), triazole derivative (4) and thiophene-2-carboxamide (5), respectively. Basic cyclization of compound 2 led to formation of oxadiazine (3). Synthesis of thiadiazine derivative (6) was achieved via reaction of compound 5 and maleic anhydride in triethyl amine. Heating of compound 5 with ethyl chloroacetate or sodium ethoxide produced thiadiazine derivative (7) and triazolethione (8), respectively. Thiosemicarbazide derivative 11 was synthesized by

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44

Kadariya, Yuwaraj, Baiqing Tang, Cynthia B. Myers, Jami Fukui, Jeffrey R. Peterson, and Warren D. Kruger. "Chemical Genetic Screening for Compounds That Preferentially Inhibit Growth of Methylthioadenosine Phosphorylase (MTAP)–Deficient Saccharomyces cerevisiae." Journal of Biomolecular Screening 16, no. 1 (2010): 44–52. http://dx.doi.org/10.1177/1087057110386371.

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Methylthioadenosine phosphorylase (MTAP), a key enzyme in the methionine salvage pathway, is inactivated in a variety of human cancers. Since all human tissues express MTAP, it would be of potential interest to identify compounds that selectively inhibit the growth of MTAP-deficient cells. To determine if MTAP inactivation could be targeted, the authors have performed a differential chemical genetic screen in isogenic MTAP+ and MTAP− Saccharomyces cerevisiae. A low molecular weight compound library containing 30,080 unique compounds was screened for those that selectively inhibit growth of MTA

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45

Shaaban, Mohamed R., and Toshio Fuchigami. "Electrolytic partial fluorination of organic compounds. Part 56: Highly regioselective anodic mono- and difluorination of s-triazolo[3,4-b][1,3,4]thiadiazine derivatives." Tetrahedron Letters 43, no. 2 (2002): 273–76. http://dx.doi.org/10.1016/s0040-4039(01)02133-5.

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46

Alazawi, Shaymaa K., and Mohammed Hadi Ali Al-Jumaili. "Novel spiroheterocycles containing a 1,3,4-thiadiazole unit: Synthesis and spectroscopic characterization." Journal of Chemical Research 46, no. 4 (2022): 174751982211095. http://dx.doi.org/10.1177/17475198221109503.

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We describe the preparation of a series of novel spiroheterocycles, namely 1,3,4-thiadiazole derivatives possessing an indane unit. These active heterocyclic compounds are prepared starting from thiocarbohydrazide and 2-indanone via an intermediate indan-2-thiocarbohydrazone which is used to afford the corresponding 2-(1-acetylhydrazino)-4 H-acetyl-5-spiro(indano-2-yl)-1,3,4-thiadiazoline in an acidic medium. The 1,3,4-thiadiazole derivatives are obtained in good yields by reaction with aromatic carboxylic acids at reflux temperature in the presence of POCl3 as a catalyst, their structure–acti

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47

Aboul-Fadl, T., and K. Hassanin. "ChemInform Abstract: Tetrahydro-2H-1,3,5-thiadiazine-5-(4-pyridylcarboxamide)-2-thione Derivatives as Prodrugs for Isoniazid; Synthesis, Investigations, and in vitro Antituberculous Activity." ChemInform 30, no. 32 (2010): no. http://dx.doi.org/10.1002/chin.199932168.

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48

Orlova, T. I., S. P. �pshtein, A. F. Rukasov, et al. "4- And 5-hydroxylaminothiazolidine-2-thiones. Acylation, synthesis, and structural investigation of new 6-thioxo(oxo) derivatives of 4,5-dihydro-6H-1,2,5-thiadiazine." Chemistry of Heterocyclic Compounds 23, no. 9 (1987): 1026–31. http://dx.doi.org/10.1007/bf00475375.

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49

Witvrouw, M., M. E. Arranz, C. Pannecouque, et al. "New 1,1,3-trioxo-2H,4H-thieno[3,4-e]thiadiazine derivatives are potent and highly selective HIV-1 inhibitors targeted at the reverse transcriptase." Antiviral Research 34, no. 2 (1997): A56. http://dx.doi.org/10.1016/s0166-3542(97)83186-5.

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50

Abdelhamid, Abdou Osman, and A. S. Shawali. "Synthesis of Some New 2-Imino-2,3-dihydro-1,3,4-thiadiazole and Selenadiazole Derivatives." Zeitschrift für Naturforschung B 42, no. 5 (1987): 613–16. http://dx.doi.org/10.1515/znb-1987-0516.

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(2)Diazotized 3(5)amino-5(3)-phenylpyrazole reacts with phenacylthiocyanate (1) and phenacylselenocyanate (10) to give the corresponding 1,3,4-thiadiazoline derivative (5) and 1,3,4- selenadiazoline derivative (12), respectively. A mechanism is proposed and it is substantiated by an alternate synthesis of 5 and 12 from the corresponding hydrazidoyl bromide (6) with potassium thiocyanate and potassium selenocyanate, respectively. The thiadiazoline (5) and selenadiazoline (12) give the respective N-acyl derivatives (7a) and (12) with acetic anhydride. Nitrosation of 5 and 12 gives the correspond

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