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Journal articles on the topic 'Benzothiazine'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

M., B. Deshmukh, S. Patil S., and R. Mulik A. "Synthesis of some new tricyclic 1,4-benzothiazinones." Journal of Indian Chemical Society Vol. 79, May 2002 (2002): 472–74. https://doi.org/10.5281/zenodo.5843264.

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Department of Chemistry, Shivaji University, Kolhapur-416 004, India <em>E-mail </em>: Mdeshmukh 1 @ rediffmail.com <em>Manuscript received 31 January 2001, revised 17 August 2001, accepted 16 October 2001</em> 2-Aminothiophenol on reaction with dimethyl oxalate and methyl 2-chloropropionate gives 1,4-benzothiazinone (la, lb) which when reacted with ethyl chloroacetate give <em>N</em>-ethoxycarbonylmethyl-1,4-benzothiazine-2,3-dione (2a<sub>1</sub>). Compound 2 on reaction with hydrazine hydrate affords N-hydrazidomethy1-1,4-benzothiazine-2,3-dione (3). Compound 3 is cyclized in pres

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2

Fodor, Lajos, and David B. MacLean. "Isomeric 6H,8H-naphthyridino-1,3-benzothiazin-8-ones." Canadian Journal of Chemistry 65, no. 3 (1987): 636–38. http://dx.doi.org/10.1139/v87-109.

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The synthesis of the ring system present in two of the four possible isomeric 6H,8H-naphthyridino-1,3-benzothiazines is reported here for the first time. 2,3-Dimethoxy-6H,8H-[2,7]naphthyridino[2,3-c][1,3]benzothiazin-8-one (5) and several related compounds have been prepared by both chemical and photochemical methods. 2,3-Dimethoxy-6H,8H-[1,6]naphthyridino[6,7-c][1,3]benzothiazin-8-one (9) has been isolated in 15% yield along with 5 in 38% yield on irradiation of 6,7-dimethoxy-3-nicotinoyl-4-methylidene-2H-1,3-benzothiazine (8).

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3

ANSHU, DANDIA, KHANNA SANGEETA, and C. JOSHI KRISHNA. "Reactions of Fluorinated Isatin Derivatives with 2-Aminothiophenol." Journal of Indian Chemical Society Vol. 67, Oct. 1990 (1990): 824–26. https://doi.org/10.5281/zenodo.6244267.

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Department of Chemistry, University of Rajasthan, Jaipur-302 004 <em>Manuscript received 14 June 1990, accepted 26 July 1990</em> The role of fluorine incorporation in effecting the course of the reactions of fluorinated isatin derivatives (1a-c) with 2-aminothiophenol (2) has been investigated in dry xylene in presence of anhydrous zinc chloride and in the process some new fluorine containing 2-(2 oxo-<em>2H</em>-1 4-benzothiazine-3-yl)aniline (3), indolo[2 3-H][14]benzothiazine (4), <em>N</em>-[2 (3 4 dihydro-2-oxo-2<em>H</em>-1 4 benzothiazin-3-yl)phenyl]acetamide (5) and spiro(benzothiazol

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4

Mlakić, Milena, Ivona Čipor, Petra Kovačec, et al. "The Benzothiazine Core as a Novel Motif for DNA-Binding Small Molecules." Molecules 28, no. 11 (2023): 4499. http://dx.doi.org/10.3390/molecules28114499.

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A new series of 4H-1,3-benzothiazine dyes were prepared and fully characterized in an aqueous medium. Benzothiazine salts were synthesized either through the classical synthetic pathway using Buchwald–Hartwig amination or through economical and environmentally friendly electrochemical synthesis. The latest synthetic approach employs successful electrochemical intramolecular dehydrogenative cyclization of N-benzylbenzenecarbothioamides to form 4H-1,3-benzothiazines. 4H-1,3-Benzothiazines were evaluated as novel DNA/RNA probes. Through the use of several methods such as UV/vis spectrophotometric

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5

M., B. Deshmukh, Salunkhe S.M., V. Anbhule P., and R. Patil D. "Microwave assisted synthesis of some new 2-substituted-1,4-benzothiazine derivatives." Journal of Indian Chemical Society Vol. 87, Oct 2010 (2010): 1227–30. https://doi.org/10.5281/zenodo.5804923.

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Department of Chemistry, Shivaji University, Kolhapur-416 004, Maharashtra, India <em>E-mail :</em> m_ deshmukh1@rediffmail.com <em>Manuscript received 17 June 2008, revised 12 April 2010, accepted 12 April 2010</em> The nitrogen and sulphur containing compounds are well known for their vital role in medicinal chemistry. Here, we report the synthesis of 2-hydrazido-1,4-benzothiazine (2) from 2-carbethoxy 1,4-benzothiazine-3-(1<em>H</em>)-one (1) and hydrazine hydrate which then treated with acetyl acetone, ethyl acetoacetate, cyanoethylacetate to give substituted 2-(benzothiazine-3-one-2-yl-ox

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6

Kisszékelyi, Péter, Tibor Peňaška, Klára Stankovianska, Mária Mečiarová, and Radovan Šebesta. "Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates." Beilstein Journal of Organic Chemistry 18 (September 9, 2022): 1195–202. http://dx.doi.org/10.3762/bjoc.18.124.

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Herein, we present the synthesis and utilization of derivatives of 4H-benzo[b][1,4]thiazine-3-carboxylic acid. These benzothiazine compounds were assembled via the coupling of aminothiols and bromopyruvates. Oxidative dimerization of these starting materials was also observed and the corresponding benzothiazine dimers were isolated. Moreover, the coupling of benzothiazines with amino acids was realized. In doing so, an enantioselective synthesis of the nonproteinogenic amino acid 2-amino-3-propylhexanoic acid was accomplished.

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7

J Khairnar, Bhikan, Rahul S. Salunke, Premchand B. Patil, et al. "Synthesis and Antimicrobial Activity of Some New 1, 4-Benzothiazine Containing Thiosemicarbazides and 1, 3, 4-Oxadiazole Derivatives." E-Journal of Chemistry 9, no. 1 (2012): 318–22. http://dx.doi.org/10.1155/2012/902784.

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A series of novel 3- methyl-7-substituted-4H,4-benzothiazine-2-carbohydrazide (3a-e) and corresponding thiosemicarbazides (4-a-q); 2-[3-methyl-7-substituted- 4H-1, 4-benzothiazine-2-yl]-N-(aryl) hydrazine carbothiamide have been synthesized. The thiosemicarbazide when cyclized with iodine via intramolecular cyclisation gave benzothiazonyl oxadiazoles (5-a-q); 5-(3-methyl -7-substitued-4H- 1,4-benzothiazin-2-yl)-N—aryl- 1,3,4- oxadiazol -2-amine and the compounds were tested for antibacterial and antifungal activities against different microorganisms.

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8

Alfieri, Maria Laura, and Lucia Panzella. "The Multifaceted Opportunities Provided by the Pheomelanin-Inspired 1,4-Benzothiazine Chromophore: A Still-Undervalued Issue." Molecules 28, no. 17 (2023): 6237. http://dx.doi.org/10.3390/molecules28176237.

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1,4-Benzothiazines are the main building blocks of the naturally occurring pheomelanin pigments, and their chromophoric properties have been strongly related to the well-known phototoxicity of these pigments, partly responsible for the high incidence of melanoma and other skin cancers in red-haired people. However, some peculiar features of the 1,4-benzothiazine chromophore could be functionally exploited in several sectors. Within this context, in this perspective, an overview of the very recently reported applications of the 1,4-benzothiazine chromophore in pH sensing, filter permeability co

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9

Mir, Shafia, Ayaz Mahmood Dar, and Bashir Ahmad Dar. "Synthetic Strategies of Benzothiazines: A Mini Review." Mini-Reviews in Organic Chemistry 17, no. 2 (2020): 148–57. http://dx.doi.org/10.2174/1570193x16666181206101439.

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Benzothiazine is a heterocyclic compound consisting of a benzene ring attached to the 6- membered thiazine ring. The benzothiazines constitute the group of heterocyclic compounds as they have found a variety of industrial uses and show promise as herbicides. Besides this, benzothiazines play an important role in the field of drug discovery as they have the potential to act as drug candidates for the treatment of a large number of diseases including, cancer, vasorelaxant, diabetic, hypertension, mycotic infection and microbial infection. The presence of nitrogen-sulphur axis and similarity in t

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10

Hemapriya, Venkatesan, Mayakrishnan Prabakaran, Kandasamy Parameswari, Subramaniyan Chitra, Seung-Hyun Kim, and Ill-Min Chung. "Experimental and theoretical studies on inhibition of benzothiazines against corrosion of mild steel in acidic medium." Anti-Corrosion Methods and Materials 64, no. 3 (2017): 306–14. http://dx.doi.org/10.1108/acmm-07-2015-1562.

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Purpose The aim of this paper was to investigate the corrosion inhibition potential of two synthesized benzothiazines, namely, 3,4-dihydro-2-methoxycarbonylmethyl-3-oxo-2H-1,4-benzothiazine (1) and ethyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-2-carboxylate (2) on mild steel corrosion in 1M H2SO4. Design/methodology/approach Corrosion inhibition efficiency (IE%) was studied by weight loss measurements, potentiodyanmic polarization method, alternating current (AC) impedance spectroscopy, fourier transform infrared (FT-IR) spectroscopy and scanning electron microscopy. Quantum chemical approach w

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11

Gupta, R. R., S. K. Jain, Vandana Gupta, and R. K. Rathore. "One Pot Synthesis of Methyl 3-Methyl-4H-1,4-benzothiazine 2-carboxylates." Zeitschrift für Naturforschung B 44, no. 9 (1989): 1124–26. http://dx.doi.org/10.1515/znb-1989-0921.

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Methyl 3-Methyl-4H-1,4-benzothiazines 2-CarboxylateA one pot synthesis of methyl 3-methyl-4H-1,4-benzothiazine 2-carboxylates is reported by the condensation and oxidative cyclization of substituted 2-aminobenzenethiols with methyl acetoacetate in DMSO.

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12

Lega, Dmitry A., Nikolay Yu Gorobets, Valentine P. Chernykh, Svetlana V. Shishkina, and Leonid A. Shemchuk. "Peculiarities of 2-amino-3-R-4-aryl-4H-pyranes multicomponent synthesis derived from 1H-2,1-benzothiazin-4(3H)-one 2,2-dioxide." RSC Advances 6, no. 19 (2016): 16087–99. http://dx.doi.org/10.1039/c5ra24566d.

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The new 2-amino-3-R-4-aryl-6-ethyl-4,6-dihydropyrano[3,2-c][2,1] benzothiazine 5,5-dioxides were synthesized via three-component interaction of 1H-2,1-benzothiazin-4(3H)-one 2,2-dioxide with arylcarbaldehydes and active methylene nitriles.

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13

Yennawar, Hemant P., David J. Coyle, Duncan J. Noble, Ziwei Yang, and Lee J. Silverberg. "Crystal structures of three substituted 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones." Acta Crystallographica Section E Crystallographic Communications 72, no. 8 (2016): 1108–12. http://dx.doi.org/10.1107/s2056989016011002.

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Three ring-substituted 3-aryl analogs of 2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one, namely 3-(4-methoxyphenyl)-2-phenyl-4H-1,3-benzothiazin-4-one, C21H17NO2S, (I), 2-phenyl-3-[4-(trifluoromethyl)phenyl]-2,3-dihydro-4H-1,3-benzothiazin-4-one toluene hemisolvate, C21H14F3NOS·0.5C7H8, (II), and 3-(3-bromophenyl)-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one toluene hemisolvate, C20H14BrNOS·0.5C7H8, (III), were synthesized and their crystal structures determined. The hemisolvates differ in that in (II), the asymmetric unit comprises two molecules of the benzothiazinone compound and a toluene

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14

Abe, Noritaka, Hiroyuki Fujii, Akikazu Kakehi, and Motoo Shiro. "Revised Structures, 1-Methylene-1H-[1,4]thiazino[4,3-a]-benzimidazole and 10-Methylene-10H-imidazo[2,1-c][1,4]-benzothiazine Derivatives, for the Cycloadducts Accompanying Rearrangement from Imidazo[2,1-b]benzothiazole and Thiazolo [3,2-a] benzimidazole Derivatives with Propiolic Esters." Journal of Chemical Research 23, no. 5 (1999): 322–23. http://dx.doi.org/10.1177/174751989902300513.

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Formerly-proposed structures, thiazolo[3,2- a] [1,5]benzodiazepine and [1,4]diazepino[7,1- b]benzothiazole derivatives, cycloadducts from the reactions of thiazolo[3,2- a] benzimidazole and imidazo[2,1- b]benzothiazole derivatives with propiolic esters, are revised to methyl 2-[4-methyl-( E)-1 H-[1,4]thiazino[4,3- a]benzimidazol-1-ylidene)methoxycarbonylmethyl]-( E)-acrylate and methyl [2-methyl-( E)-10 H-imidazo[2,1- c] [1,4]benzothiazine-10-ylidene)-methoxycarbonylmethyl]-( E)-acrylate, respectively, whose structures are deduced by X-ray structure analysis.

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15

Agarwal, Shikha, Neetu Kumari, Dinesh K. Agarwal, et al. "Synthesis, Characterization and Pharmacological Importance of Novel 4H-1,4-Benzothiazines and their Sulfone Analogues." International Journal of Drug Design and Discovery 4, no. 4 (2025): 1182–87. https://doi.org/10.37285/ijddd.4.4.3.

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4H-1,4-Benzothiazines and its derivatives are potential pharmacologically and industrially useful agents. They were prepared by condensation followed by oxidative cyclization of 2-amino-4,6-dimethylbenzenethiol with varied β-diketones/β-ketoesters in dimethyl sulfoxide. On refluxing with H2O2 in glacial acetic acid, the substituted 4H-1,4-Benzothiazines yielded 4H-1,4-Benzothiazine-1,1-dioxides (sulfones). These compounds were evaluated for antioxidant activity by DPPH and ABTS assay and the antimicrobial properties were investigated against various strains of bacteria (Coagulase negative Stap

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16

Le Bozec, Lucille, and Christopher J. Moody. "Naturally Occurring Nitrogen–Sulfur Compounds. The Benzothiazole Alkaloids." Australian Journal of Chemistry 62, no. 7 (2009): 639. http://dx.doi.org/10.1071/ch09126.

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Several alkaloids contain both nitrogen and sulfur, and a subset of these interesting terrestrial and marine natural products – the benzothiazoles – forms the subject of the present short review. Benzothiazole alkaloids are relatively rare in Nature, but they range in structural complexity from benzothiazole itself and simple derivatives thereof, through the well-known firefly luciferin, to more complex molecules such as the thiazo-rifamycins and the dercitin-kuanoniamine family. Although the biosynthesis of benzothiazoles has not been studied in many cases, the evidence suggests that they are

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17

Pátek, Marcel, and František Hampl. "Conditions of the Dieckmann condensation of alkyl 2-(N-methyl-N-(alkoxycarbonylmethyl)sulfamoyl)benzoates." Collection of Czechoslovak Chemical Communications 54, no. 12 (1989): 3267–77. http://dx.doi.org/10.1135/cccc19893267.

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The Dieckmann condensation of alkyl 2-(N-methyl-N-(alkoxycarbonylmethyl)sulfamoyl)benzoates IIIa-IIIe with various bases affords alkyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxides IVa-IVe which are intermediates in the synthesis of antiinflammatory drug piroxicam. The yields of benzothiazines IVa-IVe depend mostly on the nature of a base, reaction temperature and solvent used for these condensations. Hitherto undescribed esters IIIb-IIIe were synthesized and their structures were confirmed by 1H and 13C NMR, and mass spectra.

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18

Lystsova, Ekaterina A., Alexander S. Novikov, Maksim V. Dmitriev, Andrey N. Maslivets, and Ekaterina E. Khramtsova. "Approach to Pyrido[2,1-b][1,3]benzothiazol-1-ones via In Situ Generation of Acyl(1,3-benzothiazol-2-yl)ketenes by Thermolysis of Pyrrolo[2,1-c][1,4]benzothiazine-1,2,4-triones." Molecules 28, no. 14 (2023): 5495. http://dx.doi.org/10.3390/molecules28145495.

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Acyl(imidoyl)ketenes are highly reactive heterocumulenes that enable diversity-oriented synthesis of various drug-like heterocycles. Such ketenes, bearing heterocyclic substituents, afford angularly fused pyridin-2(1H)-ones in their [4+2]-cyclodimerization reactions. We have utilized this property for the development of a new synthetic approach to pharmaceutically interesting pyrido[2,1-b][1,3]benzothiazol-1-ones via the [4+2]-cyclodimerization of acyl(1,3-benzothiazol-2-yl)ketenes generated in situ. The thermal behaviors of 3-aroylpyrrolo[2,1-c][1,4]benzothiazine-1,2,4-triones and 3-benzoylpy

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19

Saif, Muhammad Jawwad, Matloob Ahmad, and Nazeran Idrees. "X-ray crystal and DFT study of a potent anti-HIV-1 agent: 2-(5,5-Dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)-N′-[(3-nitrophenyl)methylidene]acetohydrazide." Journal of Theoretical and Computational Chemistry 15, no. 05 (2016): 1650038. http://dx.doi.org/10.1142/s0219633616500383.

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This study presents structural features of an important benzothiazine derivative -[Formula: see text]2-(5,5-Dioxido-3-phenylpyrazolo[4,3-c][1,2]benzothiazin-4(2H)-yl)-N[Formula: see text]-[(3-nitrophenyl)methylidene]acetohydrazide. Molecular structure is characterized by single crystal XRD and compared with optimized geometry at B3LYP/6-31G(d,p) and PBE0/6-31G(d,p) levels of density functional theory (DFT). Simulated properties (1H-NMR & IR) are in good correlation with experimental results. Electronic properties (coefficients of HOMO and LUMO) are also presented.

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20

Kondalarao, Koneti, Somratan Sau, and Akhila K. Sahoo. "Sulfoximine Assisted C–H Activation and Annulation via Vinylene Transfer: Access to Unsubstituted Benzothiazines." Molecules 28, no. 13 (2023): 5014. http://dx.doi.org/10.3390/molecules28135014.

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In this study, we report the synthesis of unsubstituted 1,2-benzothiazines through a redox-neutral Rh(III)-catalyzed C–H activation and [4+2]-annulation of S–aryl sulfoximines with vinylene carbonate. Notably, the introduction of an N-protected amino acid ligand significantly enhances the reaction rate. The key aspect of this redox-neutral process is the utilization of vinylene carbonate as an oxidizing acetylene surrogate and an efficient vinylene transfer agent. This vinylene carbonate enables the cyclization with the sulfoximine motifs, successfully forming a diverse array of 1,2-benzothiaz

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21

Gupta, R. R., M. Kumar, and Rakesh Kumar. "Studies on Diamagnetic Susceptibility of Biologically Active Heterocycles, Part 2 Diamagnetic Susceptibilities of 4H-1,4-Benzothiazines and their Sulfones." Zeitschrift für Naturforschung B 41, no. 1 (1986): 110–12. http://dx.doi.org/10.1515/znb-1986-0123.

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Diamagnetic susceptibilities for a number of 4H-1,4-benzothiazines and their sulfones are reported. A theoretical method to estimate diamagnetic susceptibilities of 4H-1,4-benzothiazines is also reported. Benzothiazine has been considered to be composed of two units, one consisting of a benzene ring containing amino and thio groups at ortho positions with other substituents and other consisting of β-diketones/β-ketoesters. Diamagnetic contributions of these two units have been calculated from diamagnetic susceptibilities of substituted o-aminobenzenethiols and β-diketones/β-ketoesters and have

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22

Kim, Gyeong Chan, and Ho Sik Kim. "Synthesis of Pyrazolyl-1,4-benzothiazine Derivatives." Journal of the Korean Chemical Society 46, no. 6 (2002): 585–89. http://dx.doi.org/10.5012/jkcs.2002.46.6.585.

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23

GAROFALO, A., G. CAMPIANI, I. FIORINI, and V. NACCI. "ChemInform Abstract: Benzothiazine and Benzothiazepine Derivatives: Synthesis and Preliminary Biological Evaluation." ChemInform 25, no. 12 (2010): no. http://dx.doi.org/10.1002/chin.199412237.

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24

Lystsova, Ekaterina A., and Ekaterina E. Khramtsova. "3-Benzoyl-2-hydroxy-3a-[(3-methylquinoxalin-2-yl)methyl]-1H-pyrrolo[2,1-c][1,4]benzothiazine-1,4(3aH)-dione." Molbank 2023, no. 4 (2023): M1749. http://dx.doi.org/10.3390/m1749.

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The reaction of 3-benzoylpyrrolo[2,1-c][1,4]benzothiazine-1,2,4-trione with 2,3-dimethylquinoxaline afforded 3-benzoyl-2-hydroxy-3a-[(3-methylquinoxalin-2-yl)methyl]-1H-pyrrolo[2,1-c][1,4]benzothiazine-1,4(3aH)-dione in a moderate yield. The compound was fully characterized.

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25

Ukrainets, Igor V., Anna A. Burian, Ganna M. Hamza та ін. "Synthesis and Regularities of the Structure–Activity Relationship in a Series of N-Pyridyl-4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxamides". Scientia Pharmaceutica 87, № 2 (2019): 12. http://dx.doi.org/10.3390/scipharm87020012.

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According to our quantum and chemical calculations 4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxylic acid imidazolide is theoretically almost as reactive as its 2-carbonyl analog, and it forms the corresponding N-pyridyl-4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxamides with many aminopyridines. However, in practice, the sulfo group introduces significant changes at times and prevents the acylation of sterically hindered amines. One of these products was 2-amino-6-methylpyridine. Thus, it has been concluded that aminopyridines interact with imidazolide in aromatic form where the ta

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26

Alfieri, Maria Laura, Lucia Panzella, Marco d’Ischia, and Alessandra Napolitano. "Bioinspired Heterocyclic Partnership in a Cyanine-Type Acidichromic Chromophore." Molecules 25, no. 17 (2020): 3817. http://dx.doi.org/10.3390/molecules25173817.

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A new red hair-inspired 1,4-benzothiazine-based scaffold is disclosed herein, built upon a modular D-π-A architecture via condensation of the easily accessible 3-phenyl-2H-1,4-benzothiazine with indole-3-carboxaldehyde. The compound was obtained in around 50% yields and was characterized by complete spectroscopic analysis. The new benzothiazine-based cyanine displayed a characteristic reversible acidichromic behavior with a marked bathochromic shift upon acidification. The chromophore resisted at least fifteen hydrochloric acid/sodium hydroxide cycles without appreciable alterations. The exped

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27

Sardella, Roccaldo, Andrea Carotti, Giuseppe Manfroni, et al. "Enantioresolution, stereochemical characterization and biological activity of a chiral large-conductance calcium-activated potassium channel opener." Journal of Chromatography A 1363 (June 12, 2014): 162–68. https://doi.org/10.1016/j.chroma.2014.06.020.

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Accepted Manuscript version. The Published Journal Article is available on the Journal of Chromatography A, Volume 1363, pages 162–168 (DOI: https://doi.org/10.1016/j.chroma.2014.06.020). Supplementary Material available free of charge on the article webpage. © 2014. This Manuscript version is made available under the CC-BY-NC-ND 4.0 license. https://creativecommons.org/licenses/by-nc-nd/4.0/   ABSTRACT A number of large-conductance calcium-activated potassium (BK) channel openers based on the 2-aryl-1,4-benzothiazine scaffold were previously synthesized, and 2-(5-bromo-2-metho

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28

Ilyushkina, E. K., Ya V. Veremeychik, O. A. Lodochnikova, and V. V. Plemenkov. "Reactivity of olefin functions of dicyclopentadiene in the Diels-Alder reaction with thionylaniline." Журнал общей химии 93, no. 5 (2023): 659–63. http://dx.doi.org/10.31857/s0044460x23050013.

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The sulfonamide with a benzothiazine moiety was synthesized by a Diels-Alder reaction of thionylaniline with dicyclopentadiene. The prepared adduct was oxidized to the appropriate sulfonamide with a benzothiazine moiety. The molecular and crystal structure of the sulfonamide obtained was determined by the single crystal X-ray diffraction analysis. A higher reactivity of the the olefin function of the norbornene fragment was found; and the formation of two structural isomers was revealed.

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29

Elghamry, Ibrahim, Dietrich Döpp, and Gerald Henkel. "A novel photoisomerzation of 1,2-benzothiazine 1,1-dioxides to 1,3-benzothiazine 1,1-dioxides." Journal of Heterocyclic Chemistry 44, no. 4 (2007): 849–52. http://dx.doi.org/10.1002/jhet.5570440416.

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30

Gudiño, Ramón, Luis Alfonso Torres, Myriam Campos, Rosa Luisa Santillán, and Norberto Farfán. "The standard molar enthalpies of combustion and sublimation of benzothiazino-benzothiazine and benzoxazino-benzoxazine." Journal of Chemical Thermodynamics 29, no. 5 (1997): 565–74. http://dx.doi.org/10.1006/jcht.1996.0176.

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31

Tanaka, Hitomi, Yui Yamashita, Kana Umezawa, Tomohisa Hirobe, Shosuke Ito, and Kazumasa Wakamatsu. "The Pro-Oxidant Activity of Pheomelanin is Significantly Enhanced by UVA Irradiation: Benzothiazole Moieties Are More Reactive than Benzothiazine Moieties." International Journal of Molecular Sciences 19, no. 10 (2018): 2889. http://dx.doi.org/10.3390/ijms19102889.

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It is generally considered that eumelanin (EM) is photoprotective while pheomelanin (PM) is phototoxic. A recent study using a mouse model demonstrated that PM produces reactive oxygen species (ROS) that cause DNA damage and eventually lead to melanomagenesis. A biochemical study showed that PM possesses a pro-oxidant activity. PM consists of benzothiazine (BT) and benzothiazole (BZ) moieties, BT moieties being transformed to BZ moieties by heat or light. In this study, we compared the effects of ultraviolet A (UVA) irradiation using synthetic PMs with different BT to BZ ratios and using vario

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Ukrainets, Igor, Ganna Hamza, Anna Burian та ін. "Molecular Conformations and Biological Activity of N-Hetaryl(aryl)alkyl-4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxamides". Scientia Pharmaceutica 86, № 4 (2018): 50. http://dx.doi.org/10.3390/scipharm86040050.

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The analysis of our previous studies on the search for synthetic analgesics among N-R-amides of bicyclic hetaryl-3-carboxylic acids has been performed; on its basis N-hetaryl(aryl)-alkyl-4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxamides have been selected as new study objects. The “one pot synthesis” of these compounds, which is simple to perform and at the same time highly effective, has been offered. The method consists in the initial reaction of 4-methyl-2,2-dioxo-1H-2λ6,1-benzothiazine-3-carboxylic acid and N,N′-carbonyldiimidazole in anhydrous N,N-dimethylformamide with the subsequ

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Harmata, Michael, and Nathan L. Calkins. "Dilithiation of a 2,1-Benzothiazine." HETEROCYCLES 93, no. 1 (2016): 411. http://dx.doi.org/10.3987/com-15-s(t)23.

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Fringuelli, Renata, Fausto Schiaffella, M. Pilar Utrilla Navarro, et al. "1,4-Benzothiazine analogues and apoptosis." Bioorganic & Medicinal Chemistry 11, no. 15 (2003): 3245–54. http://dx.doi.org/10.1016/s0968-0896(03)00296-7.

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Harmata, Michael, and Nathan Calkins. "Further Studies of Benzothiazine Metalation." Synthesis 45, no. 13 (2013): 1785–90. http://dx.doi.org/10.1055/s-0033-1338444.

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Battula, S. R. K., G. V. Subbareddy, I. E. Chakravarthy, and V. Saravanan. "Stereoselective synthesis of 4-aminobenzo[c][1,2]thiazine via modification of the Harmata benzothiazine synthesis." RSC Advances 6, no. 61 (2016): 55710–14. http://dx.doi.org/10.1039/c6ra08590c.

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37

Dudek-Wicher, Ruth K., Berenika M. Szczęśniak-Sięga, Rafał J. Wiglusz, Jan Janczak, Marzenna Bartoszewicz, and Adam F. Junka. "Evaluation of 1,2-Benzothiazine 1,1-Dioxide Derivatives In Vitro Activity towards Clinical-Relevant Microorganisms and Fibroblasts." Molecules 25, no. 15 (2020): 3503. http://dx.doi.org/10.3390/molecules25153503.

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The global concern related with growing number of bacterial pathogens, resistant to numerous antibiotics, prone scientific environment to search for new antimicrobials. Antiseptics appear to be suitable candidates as adjunctive agents to antibiotics or alternative local treatment option aiming to prevent and treat infections. 1,2-benzothiazines are considered one the most promising of them. In this research twenty 1,2-benzothiazine 1,1-dioxide derivatives were scrutinized with regard to their biological activity. Three of them are new. For evaluation of compounds’ activity against microbial pa

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Li, Yang, Xin-Yang Liu, Yan-Jun Xu, and Lin Dong. "Rhodium(iii)-catalyzed tandem annulation reaction to build polycyclic benzothiazine derivatives." Organic Chemistry Frontiers 6, no. 14 (2019): 2457–61. http://dx.doi.org/10.1039/c9qo00579j.

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Han, Zhongfei, Xin Hao, Zehong Gao, Bing Ma, and Changjin Zhu. "Multifunctional aldose reductase inhibitors based on 2H-benzothiazine 1,1-dioxide." RSC Advances 6, no. 16 (2016): 12761–69. http://dx.doi.org/10.1039/c5ra25984c.

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Malchenko, O. V. "In-depth investigation of analgesic activity of N-(4-methoxybenzyl)-4-methyl-2.2-dioxo-1H-2 λ6.1-benzothiazine-3-carboxamide derivate on different models of pain perception". Biomedical and Biosocial Anthropology, № 42 (27 березня 2021): 57–62. http://dx.doi.org/10.31393/bba42-2021-10.

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Among N-(4-methoxybenzyl)-4-methyl-2.2-dioxo-1H-2 λ6.1-benzothiazine-3-carboxamide derivates, the compound methoxybenzyl-amide derivative 4-methyl-2.2-dioxo-1H-2λ6.1-benzothiazine-3-carboxylic acid (compound NI-9) with pronounced analgesic and anti-inflammatory activities, which was superior to those of diclofenac and lornoxicam in the model of carrageenan edema. The aim of the study was to investigate the analgesic effect of benzothiazine-3-carboxamide derivative on different models of somatic and neuropathic pain syndromes. The study was performed on 91 male Wistar rats. Compound NI-9 and re

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Frecer, Vladimir, and Stanislav Miertus. "Antiviral agents against COVID-19: structure-based design of specific peptidomimetic inhibitors of SARS-CoV-2 main protease." RSC Advances 10, no. 66 (2020): 40244–63. http://dx.doi.org/10.1039/d0ra08304f.

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42

Li, Rui-Li, Qing-Yun Fang, Mei-Yuan Li, Xiang-Shan Wang, and Li-Ming Zhao. "A rearrangement of saccharin-derived cyclic ketimines with 3-chlorooxindoles leading to spiro-1,3-benzothiazine oxindoles." Chemical Communications 57, no. 86 (2021): 11322–25. http://dx.doi.org/10.1039/d1cc04179g.

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Li, Rui-Li, Qing-Yun Fang, Mei-Yuan Li, Xiang-Shan Wang, and Li-Ming Zhao. "A rearrangement of saccharin-derived cyclic ketimines with 3-chlorooxindoles leading to spiro-1,3-benzothiazine oxindoles." Chemical Communications 57, no. 86 (2021): 11322–25. http://dx.doi.org/10.1039/d1cc04179g.

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Gu, Zheng-Yang, Jia-Jia Cao, Shun-Yi Wang, and Shun-Jun Ji. "The involvement of the trisulfur radical anion in electron-catalyzed sulfur insertion reactions: facile synthesis of benzothiazine derivatives under transition metal-free conditions." Chemical Science 7, no. 7 (2016): 4067–72. http://dx.doi.org/10.1039/c6sc00240d.

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Szczęśniak-Sięga, Berenika M., Natalia Zaręba, Żaneta Czyżnikowska, Tomasz Janek, and Marta Kepinska. "Rational Design, Synthesis, Molecular Docking, and Biological Evaluations of New Phenylpiperazine Derivatives of 1,2-Benzothiazine as Potential Anticancer Agents." Molecules 29, no. 18 (2024): 4282. http://dx.doi.org/10.3390/molecules29184282.

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The aim of this study was to obtain new, safe, and effective compounds with anticancer activity since cancer is still the leading cause of mortality worldwide. The rational design of new compounds was based on the introduction of differentially substituted phenylpiperazines into the 1,2-benzothiazine scaffold as a reference for the structures of recent topoisomerase II (Topo II) inhibitors such as dexrazoxane and XK-469. The newly designed group of 1,2-benzothiazine derivatives was synthesized and tested on healthy (MCF10A) and cancer (MCF7) cell lines, alone and in combination with doxorubici

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Szabó, János, Lajos Fodor, Gábor Bernáth, Gizella S. Talpas, Ernest Bani-Akoto, and Pál Sohár. "Intermolecular 1,3-dipolar cycloaddition of benzonitrile oxide to 2H-1,3-benzothiazines and hexahydro-4H-1,3-benzothiazine." Journal of Heterocyclic Chemistry 28, no. 2 (1991): 481–84. http://dx.doi.org/10.1002/jhet.5570280253.

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Javid, Noman, Saquib Jalil, Rubina Munir, et al. "2,1-Benzothiazine – (quinolin/thiophen)yl hydrazone frameworks as new monoamine oxidase inhibitory agents; synthesis, in vitro and in silico investigation." RSC Advances 13, no. 3 (2023): 1701–10. http://dx.doi.org/10.1039/d2ra07045f.

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48

Harmata, Michael, and Sunil K. Ghosh. "A New, Chiral Bis-Benzothiazine Ligand." Organic Letters 3, no. 21 (2001): 3321–23. http://dx.doi.org/10.1021/ol016546n.

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Aman, Farhana, Waseeq Ahmad Siddiqui, Adnan Ashraf та M. Nawaz Tahir. "2,3-Dihydro-1λ6,2-benzothiazine-1,1,4-trione". Acta Crystallographica Section E Structure Reports Online 68, № 5 (2012): o1306. http://dx.doi.org/10.1107/s1600536812013827.

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Szabó, János, Ernest Bani-Akoto, György Dombi, Gábor Bernáth, Lajos Fodor, and PÁL Sohár. "Synthesis of quinazolino-1,3-benzothiazine derivatives." Journal of Heterocyclic Chemistry 29, no. 6 (1992): 1513–17. http://dx.doi.org/10.1002/jhet.5570290623.

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