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Journal articles on the topic 'Thiazine'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Slyvka, N. Yu, L. M. Saliyeva, E. M. Kadykalo, T. P. Bortnik, M. B. Litvinchuk, and M. V. Vovk. "Synthesis and growth regulatory activity of phenoxy substituted (benzo)imidazo[2,1-b][1,3]-thiazines." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 4 (July 2022): 61–68. http://dx.doi.org/10.32434/0321-4095-2022-143-4-61-68.

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A number of new 6-phenoxy-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazines 4a–g and their benzoannelated derivatives 4h–l were synthesized by the interaction of substituted 2-chlorobenzenes with 3-hydroxy(benzo)imidazo[2,1-b][1,3]thiazines in mild reaction conditions with the yields of 62–69%. The structure of the target compounds was proven by the results of 1H NMR and 13C NMR spectrometry and LC-MS. All newly synthesized compounds were studied for the features of the physiological development of seedlings of the dicotyledonous plant Cucumis sativus. According to the results of the experiment, it

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2

Yennawar, Hemant P., Saige L. Lowe, Matthew M. Mammen, Connor R. Verhagen, and Lee J. Silverberg. "Crystal structures of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide." Acta Crystallographica Section E Crystallographic Communications 79, no. 2 (2023): 120–23. http://dx.doi.org/10.1107/s2056989023000695.

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The syntheses and crystal structures of two thiazinone compounds, namely, rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazine-1,1,4-trione, C16H15NO3S, in its racemic form, and N-[(2S,5R)-1,1,4-trioxo-2,3-diphenyl-1,3-thiazinan-5-yl]acetamide, C18H18N2O4S, in an enantiopure form, are reported. The thiazine rings in the two structures differ in their puckering, as a half-chair in the first and a boat pucker in the second. The extended structures for both compounds have only C—H...O-type interactions between symmetry-related molecules, and exhibit no π–π stacking interactions in spite of each ha

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3

B, Ravindar, Srinivasa Murthy M, and Afzal Basha Shaik. "DESIGN, FACILE SYNTHESIS, AND BIOLOGICAL EVALUATION OF NOVEL 1,3-THIAZINE DERIVATIVES AS POTENTIAL ANTICONVULSANT AGENTS." Asian Journal of Pharmaceutical and Clinical Research 9, no. 5 (2016): 272. http://dx.doi.org/10.22159/ajpcr.2016.v9i5.13676.

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ABSTRACTObjective: Chalcones and their heterocyclic analogs represent an important class of small molecules having anticonvulsant activities. Therefore, inthis study, the synthesis and anticonvulsant activity of some new chalcones and 1,3-thiazines were described.Methods: The reaction of 1-acetylnaphthalene with substituted aromatic aldehydes in the presence of aq. NaOH afforded corresponding chalconeswhich upon further cyclization with thiourea resulted in 1,3-thiazine derivatives. The newly synthesized compounds were tested for anticonvulsantactivity by pentylenetetrazole-induced seizures me

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4

Sarmad, Arsalan, Razia Sultana, and B. Syed Salman. "Synthesis, Characterize and Evaluation of anti-bacterial and anti-fungal activity of thiazines." International Journal of Research In Pharmaceutical Chemistry and Analysis 1, no. 1 (2019): 25–35. http://dx.doi.org/10.33974/ijrpca.v1i1.26.

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1,3 – Thiazines have been applied as useful starting materials in the stereo selective synthesis of compounds of pharmacological interest and they have served as chiral ligants and auxiliaries in enantioselective transformation. The thiazines are of great importance because they act as precursor for the synthesis of Cephalosporins (3,6-dihydro-2H-,1,3-thiazine) and then converted to the thiazine derivatives (an heterocyclic compounds). Therefore, it was thought to combine chalcones moiety to thiazine derivative together in a molecular frame work to see the biological activities, additive effor

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5

Slyvka, N. Yu, L. M. Saliyeva, M. B. Litvinchuk, A. M. Grozav, N. D. Yakovychuk, and M. V. Vovk. "Regioselective synthesis of new (imidazo[2,1-b] [1,3]-thiazin-6-yl)-1,2,3-triazole-5-carboxylates as potential antimicrobial agents." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 5 (October 2023): 114–22. http://dx.doi.org/10.32434/0321-4095-2023-150-5-114-122.

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The paper presents the results of the study on the interaction of azido(benz)imidazo[2,1-b][1,3]thiazines with acetylene carboxylates under non-catalytic conditions according to Huguesgen. It was established that the [3+2]-cyclocondensation of the specified reagents occurs regioselectively upon heating and without the use of a catalyst with the formation of a 1,4-addition product, alkyl 1-((benzo)imidazo[2,1-b][1,3]thiazine-6-yl)-1H-1,2,3-triazole-5-carboxylates 4a–g, the structure of which was thoroughly proved by the methods of 1H (13C) NMR spectroscopy and chromatography-mass spectrometry.

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6

Jawad, ASMAA, and Tamam Mahdi Salih. "Thiazine; Synthesis and Biological Activity." Al-Kufa University Journal for Biology 16, no. 3 (2024): 80–87. https://doi.org/10.36320/ajb/v16.i3.17436.

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Thiazines are a class of heterocyclic molecules that have not been extensively studied for their pharmacological effects. Various methods for synthesizing thiazine derivatives can be found in the literature. This review examines various techniques for synthesizing thiazines using environmentally friendly approaches. Thiazine derivatives are synthesized compounds that exhibit a wide range of biological activities, such as antibacterial, antifungal, antitumor, antimalarial, antineoplastic, antiviral, anti-inflammatory, analgesic, and anticancer properties. These compounds are considered a valuab

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7

Mohlala, Reagan L., Elena Mabel Coyanis, Muhammad Q. Fish, Manuel A. Fernandes, and Moira L. Bode. "Synthesis of 6-Membered-Ring Fused Thiazine-Dicarboxylates and Thiazole-Pyrimidines via One-Pot Three-Component Reactions." Molecules 26, no. 18 (2021): 5493. http://dx.doi.org/10.3390/molecules26185493.

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A facile and efficient one-pot three-component reaction method for the synthesis of thiazine-dicarboxylates is reported. Reaction of an isocyanide and dialkyl acetylenedicarboxylate with 2-amino-4H-1,3-thiazin-4-one derivatives containing both an acidic proton and an internal nucleophile gave the products in good yields of 76–85%. The reactivity of dialkyl acetylenedicarboxylates was further tested in the synthesis of thiazole-pyrimidines where a two-component reaction of 2-aminothiazole with dialkyl acetylenedicarboxylates was successfully converted to a more efficient three-component reactio

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8

Yennawar, Hemant P., Ryan Fox, and Lee J. Silverberg. "Crystal structure of the 1:1 adduct of 2,3-diphenyl-3,4,5,6-tetrahydro-2H-1,3-thiazin-4-one with triphenyltin chloride." Acta Crystallographica Section E Crystallographic Communications 72, no. 3 (2016): 276–79. http://dx.doi.org/10.1107/s2056989016001730.

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The title adduct, chlorido(2,3-diphenyl-3,4,5,6-tetrahydro-2H-1,3-thiazin-4-one-κO)triphenyltin, [Sn(C6H5)3Cl(C16H15NOS)], resulted from reaction of 2,3-diphenyl-3,4,5,6-tetrahydro-2H-1,3-thiazin-4-one with triphenyltin chloride. The thiazine ring has an envelope conformation with the S atom forming the flap. The molecule has five phenyl rings, two of them attached to the thiazine ring at positions 2 and 3, and three in coordination with the SnIVatom. The three rings of the triphenyltin group are involved in intramolecular interactions of different types, C—H...O, edge-to-face (or T-type) π–π

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9

Sharma, Anupama, Sarita Khaturia, and Har Lal Singh. "Synthesis of New Schiff Base of 1,3-Oxazine and 1,3-Thiazine Derivatives Derived from 4-Phenyl Substituted Chalcones and Evaluation of their Antibacterial Activity." Asian Journal of Chemistry 33, no. 3 (2021): 531–36. http://dx.doi.org/10.14233/ajchem.2021.23050.

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Oxazine and thiazine heterocycles have distinctive interests due to their important class of natural and non-natural products and exhibit high biological activities in the pharmaceutical and biological fields. This work was planned to synthesize Schiff base of 1,3-oxazine and 1,3-thiazine derivative from 4-phenyl substituted chalcones. The structures of the newly synthesized targeted compounds were established from UV, IR, 1H NMR, 13C NMR and DFT calculations. The molecular properties HOMO-LUMO energy, energy gap, softness and harness were calculated using DFT/B3LYP/6-311G (d,p) basis set. in

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10

Tuloup, Rémy, Renée Danion-Bougot, Daniel Danion, Jean-Paul Pradère, and Loïc Toupet. "Une application du cycle pyrazoline à la lactamisation et à la formylation de 6H thiazines-1,3." Canadian Journal of Chemistry 67, no. 7 (1989): 1125–31. http://dx.doi.org/10.1139/v89-169.

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A pyrazoline ring is used as a masking, a stereodirecting, and a latent formyl group in the synthesis of 7-amino-4-formyl cephems from 6H-1,3-thiazines. Keywords: thiazine, cephem, pyrazoline, benzeneseleninic anhydride.

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11

Hassan, Alaa A., Stefan Bräse, Ashraf A. Aly, and Hendawy N. Tawfeek. "Chemistry of Substituted Thiazinanes and Their Derivatives." Molecules 25, no. 23 (2020): 5610. http://dx.doi.org/10.3390/molecules25235610.

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Thiazinanes and its isomeric forms represent one of the most important heterocyclic compounds, and their derivatives represented a highly potent drug in disease treatment such as, 1,1-dioxido-1,2-thiazinan-1,6-naphthyridine, which has been shown to have anti-HIV activity by a mechanism that should work as anti-AIDS treatment, while (Z)-methyl 3-(naphthalen-1-ylimino)- 2-thia-4-azaspiro[5 5]undecane-4-carbodithioate showed analgesic activity, cephradine was used as antibiotic and chlormezanone was utilized as anticoagulants. All publications were interested in the chemistry of thiazine (partial

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12

Yennawar, Hemant P., Heather G. Bradley, Kristen C. Perhonitch, Haley E. Reppert, and Lee J. Silverberg. "Spontaneous resolution and crystal structure of (2S)-2-(3-nitrophenyl)-3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one; crystal structure of rac-2-(4-nitrophenyl)-3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one." Acta Crystallographica Section E Crystallographic Communications 74, no. 4 (2018): 454–57. http://dx.doi.org/10.1107/s2056989018003444.

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The crystal structures of isomeric rac-2-(4-nitrophenyl)-3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one (C16H14N2O3S) (1) and (2S)-2-(3-nitrophenyl)-3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one (C16H14N2O3S) (2) are reported here. While 1 crystallizes in a centrosymmetric space group, the crystal of 2 chosen for data collection has molecules only with (2S) chirality. This is the result of spontaneous resolution during crystallization, as the synthesis produces a racemic mixture. A crystal with (2R) molecules was also found in the same crystallization vial (structure factors available). T

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13

Yennawar, Hemant P., Eric N. Thompson, Jennie Li, and Lee J. Silverberg. "Crystal structures of two solvated 2-aryl-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-ones." Acta Crystallographica Section E Crystallographic Communications 75, no. 11 (2019): 1689–93. http://dx.doi.org/10.1107/s2056989019013781.

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The synthesis and crystal structures of 2-(4-fluorophenyl)-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one toluene hemisolvate (1), C19H13FN2OS·0.5C7H8, and 2-(4-nitrophenyl)-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one isopropanol 0.25-solvate 0.0625-hydrate (2), C19H13N3O3S·0.25C3H7O·0.0625H2O, are reported. Both are racemic mixtures (centrosymmetric crystal structures) of the individual compounds and incorporate solvent molecules in their structures. Compound 2 has four thiazine molecules in the asymmetric unit. All the thiazine rings in this study show an envelope pucker

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14

Zhang, Xiying, Xiaohua Liu, Jianlin Zhang, Dong Zhang, Lili Lin, and Xiaoming Feng. "Enantioselective [3 + 2] cycloaddition and rearrangement of thiazolium salts to synthesize thiazole and 1,4-thiazine derivatives." Organic Chemistry Frontiers 5, no. 13 (2018): 2126–31. http://dx.doi.org/10.1039/c8qo00370j.

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A highly efficient catalytic asymmetric [3 + 2] cycloaddition/rearrangement cascade of thiazolium N-ylides with various electron-deficient 2-π components was achieved, providing a convenient method to access hydropyrrolo-thiazole and hydropyrrolo-thiazine derivatives.

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15

May, Lars, and Thomas J. J. Müller. "Dithieno[1,4]thiazines and Bis[1]benzothieno[1,4]thiazines—Organometallic Synthesis and Functionalization of Electron Density Enriched Congeners of Phenothiazine." Molecules 25, no. 9 (2020): 2180. http://dx.doi.org/10.3390/molecules25092180.

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This mini-review summarizes the syntheses and functionalizations of dithieno[1,4]thiazines and bis[1]benzothieno[1,4]thiazines, both electron density-enriched congeners of phenothiazines with remarkable electronic properties. Diversity-oriented, straightforward, and efficient syntheses, including versatile one-pot processes, have been developed for the anellated 1,4-thiazines as well as various functionalization for the expansion of the π-systems. Thereby, syntheses of different regioisomers depending on the (benzo)thieno-thiazine anellation are discussed, which exert a deep impact on the elec

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16

Karimian, Azam, and Hassan Karimian. "Synthesis of new derivatives of 4-(4-methyl-5H-pyrimido[4,5-b][1,4]thiazin-2-yl)morpholine and 4-methyl-2-(piperidin-1-yl)-5H-pyrimido[4,5-b][1,4]thiazine." Journal of Chemical Research 41, no. 7 (2017): 406–7. http://dx.doi.org/10.3184/174751917x14967701767049.

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Several derivatives of the novel 4-(4-methyl-5 H-pyrimido[4,5- b][1,4]thiazin-2-yl)morpholine and 4-methyl-2-(piperidin-1-yl)-5 H-pyrimido[4,5- b][1,4]thiazine ring systems have been synthesised through cyclocondensation of 5-amino-6-methylpyrimidine-4-thiols and the appropriate α-haloketone in glacial acetic acid under reflux.

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17

Yavari, Issa, Asiyeh Amirahmadi, and Mohammad Halvagar. "A Synthesis of Functionalized Thiazoles and Pyrimidine-4(3H)-thiones from 1,1,3,3-Tetramethylguanidine, Acetylenic Esters, and Aryl Isothiocyanates." Synlett 28, no. 19 (2017): 2629–32. http://dx.doi.org/10.1055/s-0036-1590862.

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Aryl isothiocyanates react with dialkyl 2-{[bis(dimethylamino)methylene]amino}maleates, generated from 1,1,3,3-tetramethylguanidine and acetylenic esters, to afford 2-(dimethylamino)-1,3-thiazole derivatives, functionalized 2-(dimethylamino)-6-thioxo-1,6-dihydropyrimidines, and ethyl 2-(dimethylamino)-6-[(4-nitrophenyl)imino]-4-phenyl-6H-1,3-thiazine-5-carboxylate, in moderate to good yields.

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18

Sharma, Praveen Kumar. "A REVIEW: ANTIMICROBIAL AGENTS BASED ON NITROGEN AND SULFUR CONTAINING HETEROCYCLES." Asian Journal of Pharmaceutical and Clinical Research 10, no. 2 (2017): 47. http://dx.doi.org/10.22159/ajpcr.2017.v10i2.15673.

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At present, heterocyclic compounds and their derived forms have become strong reflection in medicinal research field because of their positive pharmacological and biological properties. Heterocycles are prosperous in nature and have expanded additional importance because their structural subunits are established in many natural products such as antibiotics, vitamins, and hormones. Thiazine moieties present in compounds have multiplicity of medicinal activities such as antihypertensive, antitumor, antimicrobial, antibacterial, anticoagulant, antifungal, anticancer, and antiviral. This review ar

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19

Yennawar, Hemant P., Ziwei Yang, and Lee J. Silverberg. "Crystal structure ofrac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide." Acta Crystallographica Section E Crystallographic Communications 72, no. 11 (2016): 1541–43. http://dx.doi.org/10.1107/s2056989016015395.

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In the title compound, C16H15NO2S [alternative name:rac-2,3-diphenyl-1,3-thiazinan-4-one 1-oxide], the thiazine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thiazine ring and istransto the phenyl group on C-2. The phenyl rings form a dihedral angle of 89.47 (19)°. In this racemate crystal, homochiral molecules form slabs parallel to (010) of thicknessb/2 which then stack with alternating chirality in theb-axis direction. The stacking is aided by edge-to-face interactions between the phenyl rings of racemic m

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20

Sundari, V., G. Nagarajan, S. Gurumurthy, and R. Valliappan. "Synthesis, Characterization and Biological Activities of 3,5-Diaryltetrahydro-N-[(phenylamino)methyl]-1,4-thiazine-1,1-dioxide." E-Journal of Chemistry 6, no. 1 (2009): 177–82. http://dx.doi.org/10.1155/2009/254747.

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Synthesis of 3,5-diaryltetrahydro-N- [(4’-nitroanilino)methyl-thiazine-1,1-dioxide andN-[(4’-methylanilino)methyl-]-1,4-thiazine-1,1-dioxides by condensing 3,5-diaryl-tetrahydro-1,4-thiazine-1,1-dioxide with formaldehyde and 4-nitroaniline/4-methylaniline in the presence of hydrochloric acid is reported. The structures of the synthesized compounds have been confirmed by elemental and spectral analysis. The preliminary screening of the compounds for their biological activities gives significant results

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21

Slyvka, Nataliia, Lesya Saliyeva, Mariia Litvinchuk, Svitlana Shishkina, and Mykhailo Vovk. "Features of (Benzo)Imidazo[2,1-b][1,3]thiazine Mezylates Reaction with Nucleophilic Reagents." Chemistry & Chemical Technology 17, no. 3 (2023): 542–48. http://dx.doi.org/10.23939/chcht17.03.542.

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Peculiarities of the course of the methanesulfo-derivatives of (benzo)imidazo[2,1-b][1,3]thiazines reac-tions with a number of nucleophilic reagents were studied. It was determined that they react nonselectively with potassium thiocyanate to form a mixture of thio- and isothiocyanate derivatives. When interacting with sodium azide, nucleophilic substitution competes with an elimination reaction. The latter is dominant in the reaction with sodium cyanide. The spatial structure of one of the isomer elimination products, 4H-benzo[4,5]imidazo[2,1-b][1,3] thiazine, was established by X-ray structur

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22

Koščík, Dušan, Milan Dzurilla, and Peter Kutschy. "New Preparation of 2-N-Alkyl(aryl)amino-5-methyl-4H-1,3-thiazin-4-ones and 3,4-Dihydro-5-methyl-2,4-dioxo-2H-1,3-thiazine." Collection of Czechoslovak Chemical Communications 58, no. 4 (1993): 893–901. http://dx.doi.org/10.1135/cccc19930893.

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Addition-cyclization reactions of 3-bromo- and 3-chloro-2-methylpropenoylisothiocyanates with primary and secondary amines and alcohols have been studied. The formed addition products, thioureas, underwent cyclization of heating with ethanolic KOH or in dimethylformamide in the presence of lithium hydride. This method represents a new approach to 2-dialkyl(aryl)amino-5-methyl-4H-1,3-thiazin-4-ones. Addition reactions with alcohols afforded 3,4-dihydro-5-methyl-2,4-dioxo-2H-1,3-thiazine as the sole product. The structure of the synthesized compounds was confirmed by 1H NMR, 13C NMR, IR and mass

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23

Koketsu, Mamoru, Masahiro Ebihara, and Hideharu Ishihara. "4-Hydroxy-4-methyl-2,6-diphenyl-5,6-dihydro-4H-1,3-thiazine." Acta Crystallographica Section E Structure Reports Online 62, no. 4 (2006): o1218—o1220. http://dx.doi.org/10.1107/s1600536806007008.

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24

Shukla, Upendra K., Raieshwar Singh, J. M. Khanna, et al. "Synthesis of trans-2-[N-(2-Hydroxy-1,2,3,4-tetrahydronaphthalene-1-yl)]iminothiazolidine and Related Compounds - A New Class of Antidepressants." Collection of Czechoslovak Chemical Communications 57, no. 2 (1992): 415–24. http://dx.doi.org/10.1135/cccc19920415.

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Antiparasitic and antidepressant activities exhibited by tetramisole (I) and its enantiomers prompted the study of its structural analogs trans-2-[N-(2-hydroxy-1,2,3,4-tetrahydronaphthalene/indane-1-yl)]iminothiazolidine (VIII/IX) and 2,3,4a,5,6,10b-hexahydronaphtho[1',2':4,5]-imidazo[2,1-b]thiazole (XII), 2,3,4a,5-tetrahydro-9bH-indeno[1',2':4,5]imidazo[2,1-b]thiazole (XIII), and 2,3,4a,5-tetrahydro-9bH-indeno[1',2':4,5]imidazo[2,1-b]thiazole (XVI), and a homolog 3,4,6,7-tetrahydro-7-phenyl-2H-imidazo[2,1-b]-1,3-thiazine (XX). While none of these compounds showed any noteworthy antiparasitic

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25

Morak-Młodawska, Beata, Kinga Suwińska, Krystian Pluta, and Małgorzata Jeleń. "10-(Prop-2-yn-1-yl)-2,7-diazaphenothiazine." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1590—o1591. http://dx.doi.org/10.1107/s1600536812018879.

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In the title molecule [systematic name: 10-(prop-2-yn-1-yl)dipyrido[3,4-b:3′,4′-e][1,4]thiazine], C13H9N3S, the dihedral angle between the two pyridine rings is 146.33 (7)° and the angle between two halves of the thiazine ring is 138.84 (8)°, resulting in a butterfly shape for the tricyclic system. The central thiazine ring adopts a boat conformation, with the 2-propynyl substituent at the thiazine N atom located in a pseudo-equatorial position and oriented to the concave side of the diazaphenothiazine system. In the crystal, molecules are arranged via π–π interactions between the pyridine rin

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26

Yennawar, Hemant P., Harnoor Singh, and Lee J. Silverberg. "2,3-Diphenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one." Acta Crystallographica Section E Structure Reports Online 70, no. 6 (2014): o638. http://dx.doi.org/10.1107/s1600536814009714.

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In the racemic title compound, C19H14N2OS, the two phenyl substituents on the 1,3-thiazine ring are almost perpendicular to the pyridine ring which is fused to the thiazine ring [inter-ring dihedral angles = 87.90 (8) and 85.54 (7)°]. The dihedral angle between the two phenyl rings is 75.11 (7)°. The six-membered thiazine ring has an envelope conformation with theortho-related C atom forming the flap. The crystals exhibit face-to-edge aromatic-ring interactions with the nearest C—H...C distance equal to 3.676 (3) Å.

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27

Wang, Wei, Bing Zhao, Chao Xu, and Wenpeng Wu. "Synthesis and Antitumor Activity of the Thiazoline and Thiazine Multithioether." International Journal of Organic Chemistry 02, no. 02 (2012): 117–20. http://dx.doi.org/10.4236/ijoc.2012.22018.

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28

Ravikumar, Krishnan, Balasubramanian Sridhar, Venkatasubramanian Hariharakrishnan, and Awadesh Narain Singh. "Three novel benzothiazine-fused triazoles as potential centrally acting muscle relaxants." Acta Crystallographica Section C Crystal Structure Communications 68, no. 11 (2012): o475—o480. http://dx.doi.org/10.1107/s0108270112040759.

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The structures of the novel triazolobenzothiazines 2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]thiazin-1-one (IDPH-791), C9H7N3OS, (I), a potential muscle relaxant, its benzoyl derivative, 2-(2-oxo-2-phenylethyl)-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]thiazin-1-one, C20H17N3O4S, (II), and the β-keto ester derivative, ethyl 3-oxo-2-(1-oxo-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]thiazin-2-yl)-3-phenylpropanoate, C17H13N3O2S, (III), are the first examples of benzothiazine-fused triazoles in the crystallographic literature. The heterocyclic thiazine rings in all three st

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Thangamani, A. "Synthesis and biological activities of some 3,5-diaryl-N-hydroxy-tetrahydro-1,4-thiazine-1,1-dioxides." Journal of Applied and Advanced Research 1, no. 4 (2016): 8. http://dx.doi.org/10.21839/jaar.2016.v1i4.36.

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Some new 3,5-diaryl-N-hydroxy-tetrahydro-1,4-thiazine-1,1-dioxides (6a-i) have been synthesized by reacting thiazine (4) with dimethyldioxirane (5) and tested for their antibacterial and acute toxicity studies. The synthesized compounds were characterized by elemental analysis, IR and NMR spectral data.

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Sawant, Ramesh L., Lokesh P. Bhangale, and Jyoti B. Wadekar. "Topliss Modified Approach for Design and Synthesis of 1,3 Thiazines as Antimicrobials." International Journal of Drug Design and Discovery 2, no. 4 (2024): 637–41. https://doi.org/10.37285/ijddd.2.4.4.

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In the series of 6-[4-substitutedphenyl]-4-phenyl-6H-1,3-thiazine-2-amines and N-[6-(4-substitutedphenyl)-4-phenyl-6H-1,3-thiazine-yl]acetamides, substituents at fourth position of the phenyl ring were selected according to the Topliss modified approach and synthesized initial set of compounds. The antimicrobial screening revealed that compounds with methoxy substituent having negative sigma (-0.04) and negative pi (-0.27) values are good antimicrobials showing low minimum inhibitory concentration (MIC). Based on the observation hydroxyl group with more negative sigma (-0.61) and pi (-0.37) va

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31

Rai, Vijai K., and Rahul K. Kosta. "One-pot cis-selective route to sugar-fused thiazines via a masking–unmasking strategy in basic ionic liquid." Canadian Journal of Chemistry 94, no. 10 (2016): 827–32. http://dx.doi.org/10.1139/cjc-2016-0155.

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A novel sequential Knoevenagel condensation, thia-Michael, and amino/mercaptoacetylative ring transformation reaction cascade for cis-selective synthesis of sugar-fused 1,3-thiazine is reported. The expeditious one-pot multicomponent annulation was performed using masked amino acid viz. 2-phenyl-1,3-oxazol-5-one or masked mercaptoacid viz. 2-methyl-2-phenyl-1,3-oxathiolan-5-one, d-xylose/d-glucose, and N-aryldithiocarbamic acid in ionic liquid [bmim]OH. The acetophenone obtained as a by-product and [bmim]OH itself could be easily recycled for further use without loss of efficiency. The envisag

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Arshad, Muhammad Nadeem, Islam Ullah Khan, Muhammad Zia-ur-Rehman, Waseem Ahmed, and Abdullah M. Asiri. "Methyl 2-butyl-4-hydroxy-1,1-dioxo-2H-1,2-benzothiazine-3-carboxylate." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1663. http://dx.doi.org/10.1107/s1600536812019733.

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In the title compound, C14H17NO5S, the thiazine ring adopts a half-chair conformation. The molecule exhibits an intramolecular O—H...O hydrogen bond, which forms a six-membered S(6) ring motif. The planes of the benzene and thiazine rings are inclined at a dihedral angle of 15.30 (12)°.

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Sribala, R., N. Srinivasan, P. Rajalaksmi, S. Indumathi, and R. V. Krishnakumar. "Crystal structure and Hirshfeld surface analysis of a pyrrolo-thiazine complex." Acta Crystallographica Section E Crystallographic Communications 77, no. 8 (2021): 770–74. http://dx.doi.org/10.1107/s2056989021006642.

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In the title compound, diethyl 2,2-dioxo-4-(thiophen-2-yl)-1-[(thiophen-2-yl)methyl]-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]thiazine-1,3-dicarboxylate, C22H28NO6S3, the pyrrolo ring is in an envelope conformation while the thiazine ring adopts a near chair conformation. The dihedral angles between the thiazine ring and the methylthienyl, thienyl and pyrrolo rings are 64.0 (2), 87.92 (7) and 5.6 (2)°, respectively. In the crystal, the molecules are linked by weak C—H...O hydrogen bonds. A Hirshfeld surface analysis was performed to investigate the intermolecular interactions. Disorder of

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34

Sebbar, Nada Kheira, Mohamed Ellouz, El Mokhtar Essassi, Mohamed Saadi, and Lahcen El Ammari. "Crystal structure of (E)-2-benzylidene-4-[(3-phenyl-4,5-dihydroisoxazol-5-yl)methyl]-2H-benzo[b][1,4]thiazin-3(4H)-one." Acta Crystallographica Section E Crystallographic Communications 71, no. 6 (2015): o423—o424. http://dx.doi.org/10.1107/s2056989015009755.

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In the title compound, C25H20N2O2S, the dihydroisoxazole ring exhibits an envelope conformation with the methine atom being the flap, while the 1,4-thiazine ring displays a screw-boat conformation. The six-membered ring fused to the 1,4-thiazine ring makes dihedral angles of 63.04 (2) and 54.7 (2)° with the mean planes through the five-membered heterocycle and the attached phenyl ring, respectively. The phenyl group connected to the 1,4-thiazine ring is disordered over two sites [major component = 0.57 (2)]. The most prominent interactions in the crystal structure are C—H...O hydrogen bonds th

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35

Shestakov, A. S., N. V. Gusakova, Kh S. Shikhaliev, and A. G. Timoshkina. "Cyanamides in the synthesis of 1,3-thiazole and 1,3-thiazine derivatives." Russian Journal of Organic Chemistry 43, no. 12 (2007): 1825–29. http://dx.doi.org/10.1134/s1070428007120159.

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36

T.J, Sindhu, Meena Chandran, and K. Krishna Kumar. "Synthesis, characterization and anti-fungal potential evaluation of 1, 4 thiazine derivatives by Mannich bases." Hygeia J. D.Med.10 (1) August 2018 - January 2019 10, no. 1 (2018): 27–39. http://dx.doi.org/10.15254/h.j.d.med.10.2018.175.

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Plan: The present research work is aimed to synthesize newer, less toxic and more effective Mannich bases of 1, 4 thiazine derivatives and further compare their antifungal activities. Preface: Microbial infections are becoming the most important issue for global health and economy. Among these fungal infections are the major problem these days. The morbidity and mortality of invasive fungal infections are unacceptably high. It is an urgent need for the development of new antifungal agents to treat these life-threatening invasive infections. Methodology: Mannich base was synthesized by using o-

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37

Eshimbetov, Alisher, Shahobiddin Adizov, Inderpreet Kaur, and Akhmed Reymov. "Is it possible to differentiate between 2-phenylaminodihydro-1,3-thiazine from 2-phenyliminotetrahydro-1,3-thiazine by spectral methods? New glance to the old problem." European Journal of Chemistry 12, no. 1 (2021): 77–80. http://dx.doi.org/10.5155/eurjchem.12.1.77-80.2068.

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Several studies have reported the presence of amine and imine tautomeric forms for hydrogenated 1,3-thiazine derivatives. However, identification of their tautomeric forms by UV, FTIR and mass-spectral methods does not yield expected results. Here, we report the synthesis of 2-phenylaminodihydro-1,3-thiazine and 2-phenyliminotetrahydro-1,3-thiazine and the analysis of their UV, FTIR and NMR (1H and 13C) spectral data. An identical picture of UV spectra was recorded for both compounds. However, distinctive characteristics were found in the FTIR, 1H and 13C NMR spectra. The C=N band of amine for

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R., Suganya, Ganapathi M., and Ravi A. "SYNTHESIS OF SUBSTITUTED BIS-THIAZINE DERIVATIVES OF IMINE COMPOUNDS AND ITS CHARACTERIZATION." International Journal of Applied and Advanced Scientific Research 1, no. 2 (2017): 70–74. https://doi.org/10.5281/zenodo.258977.

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The target compound bis-thiazine derivatives of imine were synthesized via three stages of chemical reaction. In a stage 1, a number of substituted chalcone derivatives were prepared by condensing with substituted aldehyde and acetophenone in the presence of sodium hydroxide as base mediated as PEG – 400. In a stage 2, the substituted chalcone derivatives were condensed with thio-urea in the presence of catalytic amount of piperidine yielded as substituted thiazine derivatives. In a stage 3, the various substituted thiazine derivatives were reacted with terephthaldehyde in presence of catalyti

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39

Eckert, George M., F. Gutmann, and H. Keyzer. "Thiazine, Antibiotic, Bilirubin Adducts." Xenobiotica 19, no. 5 (1989): 567–79. http://dx.doi.org/10.3109/00498258909042296.

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Lee, Soo-Keun, and Andrew Mills. "Luminescence ofLeuco-Thiazine Dyes." Journal of Fluorescence 13, no. 5 (2003): 375–77. http://dx.doi.org/10.1023/a:1026341420942.

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41

SLYVKA, Nataliia, Lesya SALIYEVA, Serhii HOLOTA, Ella KADYKALO, Larysa MARUSHKO та Mykhailo VOVK. "SYNTHESIS AND ANTIEXUDATIVE ACTIVITY OF N-ОXIDES 4-PYRIDINYLOXYSUBSTITUTED (BENZO)IMIDAZO[2,1-b][1,3]THIAZINES". Proceedings of the Shevchenko Scientific Society. Series Сhemical Sciences 2022, № 70 (2022): 102–9. http://dx.doi.org/10.37827/ntsh.chem.2022.70.102.

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The imidazo[2,1-b][1,3]thiazine nucleus, as well as the pyridine-N-oxide fragment, are pharmacophore groups that have received much attention from researchers. That is why the combination of these scaffolds in the structure of a single molecule seems to be quite attractive from chemical and biological point of view. Synthetically available 4-pyridinyloxy-substituted (benzo)imidazo[2,1-b]thiazines were used as precursors to obtain previously unknown (benzo)imidazo[2,1-b][1,3]thiazin-6-yloxypyridine 1-oxides. It was found that the oxidation of the latter with m-chlorobenzoic acid under mild reac

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42

Ahmed, S., and S. K. Saha. "Electrochemical study of the reaction between progressively alkylated thiazine leucodyes and Fe(III) on a glassy carbon electrode." Canadian Journal of Chemistry 74, no. 10 (1996): 1896–902. http://dx.doi.org/10.1139/v96-213.

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An electrochemical investigation on five progressively alkylated thiazine dyes in the presence of Fe(III) ions is reported. The theory of the catalytic regeneration mechanism involving an electrode reaction followed by a coupled chemical reaction is applied to derive kinetic parameters of homogeneous reaction. The second-order rate constant for the reaction of thiazine leucodyes with Fe(III) ions was found to increase from 0.25 × 104 to 1.6 × 104 dm3 mol−1 s−1 upon monomethylation and to vary from 0.7 × 104 for the dimethyl derivative to 1.4 × 104 dm3mol−1 s−1 for the tetramethyl one. The elec

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43

Yang, Xiaoqun, Tingting Li, Jinli Chen, et al. "Carbene-Catalyzed Atroposelective Annulation for Quick Access to Axially Chiral Thiazine Derivatives." Molecules 28, no. 10 (2023): 4052. http://dx.doi.org/10.3390/molecules28104052.

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An N-heterocyclic carbene (NHC)-catalyzed atroposelective annulation reaction is disclosed for quick and efficient access to thiazine derivatives. A series of axially chiral thiazine derivatives bearing various substituents and substitution patterns were produced in moderate to high yields with moderate to excellent optical purities. Preliminary studies revealed that some of our products exhibit promising antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) that causes rice bacterial blight.

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Dhankar, Raksha Parag, Varsha Vitthalrao Bankar, and Manisha Shankar Aswale. "A rapid and effective catalytic pathway for the synthesis of thiazine derivatives employing Zno nanoparticles." Environment Conservation Journal 25, no. 2 (2024): 493–99. http://dx.doi.org/10.36953/ecj.26782654.

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A sustainable approach has been successfully developed for the synthesis of thiazine derivatives, utilizing an efficient catalytic method. ZnO nanoparticles have demonstrated remarkable catalytic prowess, offering cost-effectiveness, heightened yields, and reduced reaction durations. This method presents a direct, environmentally conscious, gentle, and easily applicable pathway to producing a range of thiazine compounds. Following the completion of the reaction, the catalyst can be reused without a discernible decrease in its effectiveness, thereby establishing this process as both cost-effici

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45

HATABA, A. A., M. G. ASSY, and R. M. FIKRY. "ChemInform Abstract: Synthesis of Some New Pyrimidine, Pyrazole, Thiazine and Thiazole Derivatives." ChemInform 27, no. 17 (2010): no. http://dx.doi.org/10.1002/chin.199617052.

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46

Ibrahim Hamadamin, Shireen. "Production rate of heterocyclic compounds iodinated N-(p-chlorophenyl)-3,5- dimethyl-1,1-dioxo-1,2-thiazine." Bulletin of the Chemical Society of Ethiopia 37, no. 5 (2023): 1253–62. http://dx.doi.org/10.4314/bcse.v37i5.16.

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ABSTRACT. Iodinated heterocyclic molecules are crucial structural components of many natural products, including hormones, vitamins, and medicines. The pharmaceutical survey is very interested in the investigation of the kinetics of the iodination of N-(p-chlorophenyl)-3,5-dimethyl-1,1-dioxo-1,2-thiazine. The rate of iodination is directly dependent on the concentration of both 1,2-thiazine and iodine under different molar ratios (1:10), (10:1) adopted on the isolation method, the observed rate of iodination, the pseudo-first-order and the second order using (1:1) molar ratio in the overall re

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47

Jehani, Priyal, Dharmik Jivani, Sneha Rupala, et al. "Efficient Synthesis of Some New Dihydropyrazolo-thiazin-6-amines and Oxazin-6-amines." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 34, no. 04 (2024): 459. https://doi.org/10.59467/ijhc.2024.34.459.

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This research is dedicated to enhancing the yield of dihydropyrazolo-thiazine and dihydropyrazolo-oxazine derivatives, specifically 1,4-dihydropyrazolo-thiazin-6-amines and 1,4-dihydropyrazolo-oxazin-6-amines. An ionic liquid, N-methylpyridinium tosylate was employed to improve reaction conditions and also to simplify the synthesis procedures to obtain these compounds. The use of ionic liquid considerably enhanced the yield and reduced the reaction time as compared to traditional approaches. Molecular modeling calculation was carried out to predict the optimized structure as well as the highes

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48

Aitken, R., Alexandra Slawin, and Pei-pei Yeh. "Tetrahydro-1,4-thiazine-3,5-dione." Molbank 2018, no. 4 (2018): M1036. http://dx.doi.org/10.3390/m1036.

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Yennawar, Hemant P., Ryan Fox, Quentin J. Moyer, Ziwei Yang, and Lee J. Silverberg. "Crystal structure of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one 1-oxide." Acta Crystallographica Section E Crystallographic Communications 73, no. 8 (2017): 1189–91. http://dx.doi.org/10.1107/s2056989017010313.

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In the racemic title compound, C20H15NO2S, the planes of the two phenyl substituents form dihedral angles of 48.97 (15) and 69.26 (15)° with that of the fused benzene ring of the parent benzothiazine ring, while the heterocyclic thiazine ring exhibits a screw-boat pucker. The O atom on the S atom of the ring is pseudo-axial on the thiazine ring and trans to the 2-phenyl group. In the crystal, molecules are arranged in layers in the ac plane, the layers being linked across b through intermolecular C—H...O hydrogen-bonding interactions.

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S, Sonu, Girendra Kumar Gautam, Arun Kumar Mishra, Baby Rabiya Parveen, Rajat Saini, and Harpreet singh. "Molecular Docking, Synthesis of Novel Schiff Base 1, 3-Thiazine Compounds from 3-Methoxy Chalcone and Evaluation of Their Anxiolytic Activity." Oriental Journal Of Chemistry 39, no. 3 (2023): 746–54. http://dx.doi.org/10.13005/ojc/390326.

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As they represent a sizable class of naturally occurring and synthetic chemicals with potent biological activity in the pharmaceutical and biological fields, 1, 3 Thiazine heterocycles are of great interest. The goal of this project was to create the Schiff base. 3,-Methoxychalcone derivative of 1,3-thiazine. TLC, IR, 1HNMR, 13C NMR, each mass calculation were accustomed to identify the compositions of recently created targeted substances. Using an Elevated plus maze, the test compounds (B1–11) were examined for their ability to reduce anxiety. The most effective CNS medications were B1 and B8

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