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1

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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2

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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3

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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4

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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5

P., T. Agrawal, та P. Deshmukh S. "Synthesis and antimicrobial activity of 2-phenylimino-3-aryl-4-S-benzyl-6-hepta-0-benzoyl-β-D-lactosylimino-2,3-dihydro-1 ,3,5-thiadiazine hydrochloride". Journal of Indian Chemical Society Vol. 87, Oct 2010 (2010): 1259–62. https://doi.org/10.5281/zenodo.5805038.

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P.G. Department of Chemistry, Shri Shivaji College, Akola-444 001, Maharashra, India <em>Manuscript received 15 December 2008, revised 26 March 2010, accepted 7 April 2010</em> Several <em>N</em>-lactosylated-1,3,5-thiadiazine hydrochlorides have been prepared by the interaction of 1-aryl-5-hepta-<em>O</em>-benzoyl-&beta;-D-Iactosyl-2-<em>S</em>-benzyl-2,4-isodithiobiurets and phenyl isocyanodichloride. The structure of these new <em>N</em>-lactosylated-1,3,5-thiadiazines have been established on the basis of usual chemical transformations and IR, NMR and Mass spectral analysis. Antimicrobial
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6

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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7

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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8

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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9

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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10

Kalogirou, Andreas S., and Panayiotis A. Koutentis. "Reactions of 4H-1,2,6-Thiadiazine Sulfides." Molbank 2022, no. 1 (2022): M1321. http://dx.doi.org/10.3390/m1321.

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3,5-Dichloro-4H-1,2,6-thiadiazin-4-one reacts with benzo[d]thiazole-2-thiol (1 equiv) and triethylamine (1 equiv) to give 3-(benzo[d]thiazol-2-ylthio)-5-chloro-4H-1,2,6-thiadiazin-4-one in 71% yield. The reactivity of this compound with methoxide is explored and compared with that of 3-chloro-5-(phenylthio)-4H-1,2,6-thiadiazin-4-one.
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11

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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12

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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13

Kalogirou, Andreas S., Panayiotis A. Koutentis, and Maria D. Rikkou. "The synthesis of pyrrolo[2,3-c][1,2,6]thiadiazine-5-carbonitriles from (4H-1,2,6-thiadiazin-4-ylidene)malononitriles." Tetrahedron 66, no. 10 (2010): 1817–20. http://dx.doi.org/10.1016/j.tet.2010.01.044.

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14

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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15

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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16

Shah, Tariq A., Zubair Ahmad, Niyaz A. Mir, M. Muneer, Nigam P. Rath, and Musheer Ahmad. "Correction: One step synthesis of highly functionalized thiazolo[3,2-b][1,2,4]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine." RSC Advances 6, no. 12 (2016): 9437. http://dx.doi.org/10.1039/c6ra90004f.

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Correction for ‘One step synthesis of highly functionalized thiazolo[3,2-b][1,2,4]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine’ by Tariq A. Shah et al., RSC Adv., 2015, 5, 107931–107937.
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17

Hampel, Winfried. "Reaktionen mit Diazoketonen; 2-Arylamino-5-aryl-1,3,4-thiadiazine." Zeitschrift für Chemie 9, no. 2 (2010): 61–62. http://dx.doi.org/10.1002/zfch.19690090209.

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18

Tseitler, T. A., L. P. Sidorova, V. V. Emel’yanov, E. A. Savateeva, and O. N. Chupakhin. "Synthesis and Antiglycating Activity of 2-Aminopropylmorpholino-5-Aryl-6H-1,3,4-Thiadiazine Dihydrobromides and 2-Aminopropylmopholino-5-Thienyl-6H-1,3,4-Thiadiazine Dihydrobromides." Pharmaceutical Chemistry Journal 53, no. 10 (2020): 890–94. http://dx.doi.org/10.1007/s11094-020-02095-0.

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19

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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20

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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21

Ivachtchenko, Alexandre V., Sergiy M. Kovalenko, Dmitry V. Kravchenko, Oleg D. Mitkin, Vladimir V. Ivanov, and Thierry Langer. "Crystal structure, Hirshfeld analysis and a molecular docking study of a new inhibitor of the Hepatitis B virus (HBV): ethyl 5-methyl-1,1-dioxo-2-{[5-(pentan-3-yl)-1,2,4-oxadiazol-3-yl]methyl}-2H-1,2,6-thiadiazine-4-carboxylate." Acta Crystallographica Section E Crystallographic Communications 76, no. 1 (2020): 12–17. http://dx.doi.org/10.1107/s2056989019015986.

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The title compound, C15H22N4O5S, was prepared via alkylation of 3-(chloromethyl)-5-(pentan-3-yl)-1,2,4-oxadiazole in anhydrous dioxane in the presence of triethylamine. The thiadiazine ring has an envelope conformation with the S atom displaced by 0.4883 (6) Å from the mean plane through the other five atoms. The planar 1,2,4-oxadiazole ring is inclined to the mean plane of the thiadiazine ring by 77.45 (11)°. In the crystal, molecules are linked by C—H...N hydrogen bonds, forming chains propagating along the b-axis direction. Hirshfeld surface analysis and two-dimensional fingerprint plots ha
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22

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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23

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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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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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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Kalogirou, Andreas S., Panayiotis A. Koutentis, and Maria D. Rikkou. "ChemInform Abstract: The Synthesis of Pyrrolo[2,3-c][1,2,6]thiadiazine-5-carbonitriles from (4H-1,2,6-Thiadiazin-4-ylidene)malononitriles." ChemInform 41, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.201028174.

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27

Mekheimer, Ramadan A., and Rafat M. Shaker. "Synthesis and Reactivity of 3-Alkylthio-5-cyanomethyl-4-phenyl-1,2,4-triazoles." Journal of Chemical Research 23, no. 2 (1999): 76–77. http://dx.doi.org/10.1177/174751989902300205.

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Phenyl isothiocyanate reacts with 2-cyanoacetohydrazide (1) to yield the corresponding 1-cyanoacetyl-4-phenylthiosemicarbazide (3), via acid hydrolysis of the intermediate 2 whereas cyclization of 3 gave the 1,2,4-triazoles 4, 1,3,4-thiadiazoles 7 and 1,3,4-thiadiazine-5-ones 9; compound 4a was reacted with phenyl isothiocyanate, dicyandiamide, sulfanylacetic acid and benzaldehyde to afford 11, 13, 14 and 15, respectively.
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28

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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Fun, Hoong-Kun, Ching Kheng Quah, Hatem A. Abdel-Aziz, and Mohamed I. Attia. "6-(4-Bromophenyl)-3-methyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1681. http://dx.doi.org/10.1107/s1600536812019885.

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In the title compound, C11H9BrN4S, the 1,2,4-triazole ring is essentially planar (r.m.s. deviation = 0.020 Å) and makes a dihedral angle of 29.1 (5)° with the bromobenzene ring. The 3,6-dihydro-1,3,4-thiadiazine ring adopts a twist-boat conformation. In the crystal, molecules are linked by C—H...N interactions into sheets lying parallel to the (010) plane. The same N atom accepts two such hydrogen bonds.
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Sarapultsev, Alexey, Pavel Vassiliev, Daniil Grinchii, et al. "Combined In Silico, Ex Vivo, and In Vivo Assessment of L-17, a Thiadiazine Derivative with Putative Neuro- and Cardioprotective and Antidepressant Effects." International Journal of Molecular Sciences 22, no. 24 (2021): 13626. http://dx.doi.org/10.3390/ijms222413626.

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Depression associated with poor general medical condition, such as post-stroke (PSD) or post-myocardial infarction (PMID) depression, is characterized by resistance to classical antidepressants. Special treatment strategies should thus be developed for these conditions. Our study aims to investigate the mechanism of action of 2-morpholino-5-phenyl-6H-1,3,4-thiadiazine, hydrobromide (L-17), a recently designed thiadiazine derivative with putative neuro- and cardioprotective and antidepressant-like effects, using combined in silico (for prediction of the molecular binding mechanisms), ex vivo (f
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31

Chatla, Aruna Jyothi, Nagaraju Dharavath, Praveen Mamidala, Poorna Chandar Gugulothu, and Jayaprakash Rao Yerrabelly. "Synthesis, Anticancer and EGFR Inhibitory Activity of Novel [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazine-isoxazoles." Asian Journal of Chemistry 37, no. 5 (2025): 1237–45. https://doi.org/10.14233/ajchem.2025.33420.

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A novel approach was utilized for the synthesis of new [1,2,4]triazolo[3,4-b] [1,3,4]thiadiazine containing isoxazoles (6a-o) from 3-ethynyl-6-(4-fluorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-8,8-dioxide (4) in combination with freshly prepared substituted nitrile oxides (5) using Cu(I)-catalyzed [3+2] cycloaddition method. The in vitro cancer activity of the synthesized compounds was carried out against two lung cancer cell lines, A-549 and H1299. Among the compounds tested, 6h, 6k and 6l exhibited significantly stronger anticancer activity compared to standard drug erlotinib, wit
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32

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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Brouant, P., M. Pierrot, A. Baldy, et al. "Structure de l'amino-5 2H,4H-thiadiazine-1,2,6 one-3 dioxyde-1,1." Acta Crystallographica Section C Crystal Structure Communications 42, no. 7 (1986): 892–94. http://dx.doi.org/10.1107/s0108270186094155.

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34

Hampel, Winfried, Melitta Kapp, and Gerhard Proksch. "Reaktionen mit Diazoketonen; 2-Arylhydrazino-5-aryl-1, 3,4-6 H-thiadiazine." Zeitschrift für Chemie 10, no. 4 (2010): 142–43. http://dx.doi.org/10.1002/zfch.19700100408.

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35

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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Brouant, Pierre, Jacques Barbe, Pilar Goya, and Carmen Ochoa. "Étude structurale de l'amino-5 dibenzyl-4,4 one-3 2H-thiadiazine-1,2,6 dioxyde-1,1." Canadian Journal of Chemistry 66, no. 10 (1988): 2477–82. http://dx.doi.org/10.1139/v88-389.

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5-Amino-4,4-dibenzyl-3-one-2H-1,2,6-thiadiazine-1,1-dioxide was structurally characterized in the solid state by X-ray diffraction. The structure shows that the title compound exists in the solid in a sheet-packed form and as the amino tautomer. The unconjugated heterocyclic ring, which in the structures of related compounds is usually folded, is planar in the present structure. 1H nuclear magnetic resonance and dipole moment data indicate that the title compound has the same structure in the solid state and in solution.
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37

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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38

Matsubara, Yoshio, Shigeji Yamada, Masakuni Yoshihara, and Toshihisa Maeshima. "THE STRUCTURE AND REACTIONS OF 4-PHENYL-5-HYDROXY-5,6-DIHYDRO-1,3,4-THIADIAZINE." Phosphorus and Sulfur and the Related Elements 22, no. 1 (1985): 41–47. http://dx.doi.org/10.1080/03086648508073353.

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39

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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40

Mamedov, V. A., L. V. Krokhina, E. A. Berdnikov, and Ya A. Levin. "Synthesis and reactions of 2-amino-5-carbomethoxy-6-phenyl-6H-1,3,4-thiadiazine." Chemistry of Heterocyclic Compounds 32, no. 9 (1996): 1089–94. http://dx.doi.org/10.1007/bf01164718.

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41

Hussein, Mostafa A., Abdel-Nasser El-Shorbagi, and Abdel-Raouf Khallil. "Synthesis and antifungal activity of 3,3'-ethylenebis(5-alkyl-1,3,5-thiadiazine-2-thiones)." Archiv der Pharmazie 334, no. 10 (2001): 305–8. http://dx.doi.org/10.1002/1521-4184(200110)334:10<305::aid-ardp305>3.0.co;2-o.

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42

JAG, MOHAN, and VERMA PRATIMA. "Bridgehead Nitrogen Heterocyclic Systems. Synthesis and Antimicrobial Activity of s-Triazolo[3,4-b ][ 1,3,4]thiadiazines, Thiazolo[3,2-b ]-s-triazoles and Isomeric Thiazolor2,3-c]-s-triazoles." Journal of Indian Chemical Society Vol. 69, May 1992 (1992): 268–69. https://doi.org/10.5281/zenodo.6017413.

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Department of Chemistry, Maharshi Dayanand University, Robtak-124 001 <em>Manuscript received 27 November 1991, revised 24 March 1992, accepted 1 April 1992</em> The isomeric triazoles (6 and 8) both fused with the 2,3-bond of a thiazole, have been prepared starting from the thiosemi&shy;carbazide (2). The triazolo[3,4-b] [1,3,4] thiadiazine (9 ; R<sup>6</sup>=C<sub>6</sub>H<sub>5</sub> and C<sub>6</sub>H<sub>5</sub>CI-<em>p</em>) arises from the condensation of the triazole (5) with haloketone (R<sup>6</sup>=COCH<sub>2</sub>Br). The antibacterial and antifungal activity of the above products
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MATSUBARA, Yoshio, Kazutada KITANO, Sigeji YAMADA, Masakuni YOSHIHARA, and Toshihisa MAESHIMA. "Ring Contraction of 5-Oxo-4-phenyl-5, 6-dihydro-4H-1, 3, 4-thiadiazine with Sodium Methoxide." YAKUGAKU ZASSHI 111, no. 11 (1991): 672–75. http://dx.doi.org/10.1248/yakushi1947.111.11_672.

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44

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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45

Liu, Guang-Fei, Lang Liu, Dian-Zeng Jia, and Kai-Bei Yu. "Synthesis and crystal structure of 2-anilino-6H-5-(1-phenyl-3-methyl-5-pyrazolone-4-ylene)-1,3,4-thiadiazine." Journal of Chemical Crystallography 34, no. 12 (2004): 835–41. http://dx.doi.org/10.1007/s10870-004-7716-2.

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46

JAG, MOHAN, S. R. ANJANEYULU G., and V. S. YAMINI K. "Heterocyclic Systems containing Bridgehead Nitrogen Atom : Synthesis and Antimicrobial Activity of s-Triazolo[3,4-b][1,3,4]thiadiazoles, s-Triazolo[3',4'-b] [1,3.4]thiadiazines and s-Triazolo[3',4' : 2,3][1,3,4]thiadiazino[5,6-b]quinoxaline." Journal of Indian Chemical Society Vol. 68, Aug 1991 (1991): 474–76. https://doi.org/10.5281/zenodo.6197084.

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Department of Chemistry, Mabarshi Dayanand University, Rohtak-124 001 <em>Manuscript received&nbsp;11 June 1990, revised&nbsp;12 December 1990, accepted&nbsp;5 August 1991</em> Heterocyclic Systems containing Bridgehead Nitrogen Atom : Synthesis and Antimicrobial Activity of s-Triazolo[3,4-b][1,3,4]thiadiazoles, s-Triazolo[3&#39;,4&#39;-b] [1,3.4]thiadiazines and s-Triazolo[3&#39;,4&#39; : 2,3][1,3,4]thiadiazino[5,6-b]quinoxaline.
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47

LEE, C. H., Y. H. LEE, W. S. CHOI, and B. Y. CHUNG. "ChemInform Abstract: Synthesis of 4-Carbethoxy-5-aryl-5,6-dihydro-2H-1,2,6-thiadiazine 1,1- Dioxides." ChemInform 24, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199316216.

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48

(MRS)V., J. APARAJIT, and G. PARANJPE M. "New s-Triazines : Synthesis of 2-Mercapto-t-butyl-3-tbutyl-4-phenylimino-5-aryl/alkyl-6-thiotetrahydro- and 2-Phenylimino-3-t-butyl-4-phenylimino-5-aryl/alkyl-6-thiohexahydro-1 ,3,5-triazines." Journal of Indian Chemical Society Vol. 70, Oct 1993 (1993): 819–21. https://doi.org/10.5281/zenodo.5929841.

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Department of Chemistry, Nagpur University Campus, Amravati Road, Nagpur-440 010 <em>Manuscript received 26 September 1991, revised 6 January 1993, accepted 29 March 1993</em> SeveraI 2-mercapto-t-butyl-3-t-butyl-4-phenylim ino-5-a ryl/alkyl-6-thio-tetrahydro-1,3,5-triazines have been pepared by the interaction of 1-t-butyl-2-S-t-butyl-5-aryl/alkyl-2,4-isodithiobiurets with phenylisocyanodichloride leading to 2-phenylimino-3-t-butyl-4-mercapto-t-butyl-6-aryl/alkylimino-1,3,5-thiadiazine hydrochlorides followed by isomeric conversion of the latter with aqueous ethanolic sodium bicarbonate/sodiu
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49

Hajri, A., and L. Marzouki. "Convenient Synthesis of [1,2,4]Triazolo[4,3-a][1,3,5]triazin-5-amines, [1,2,4]Triazolo[4,3-c][1,3,5]thiadiazine-5-thiones, and [1,2,4]Triazolo[4,3-c][1,3,5]thiadiazin-5-imines from N-(4H-1,2,4-Triazol-3-yl) Carboximidates." Russian Journal of Organic Chemistry 55, no. 10 (2019): 1580–83. http://dx.doi.org/10.1134/s107042801910018x.

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50

S. Mansour, Tarek, Tibor Breining, Alex R. Cimpoia, Nick Cammack, Philippa Hopewell, and Claire Ashman. "1',2',6'-Thiadiazine 1',1'-Dioxide and Imidazo [4',5'-c][1',2',6']thiadiazine 2',2'-Dioxode 1,3-Oxathiolane Nucleoside Analogues: Synthesis and Anti-HIV-1 Activity." HETEROCYCLES 41, no. 1 (1995): 87. http://dx.doi.org/10.3987/com-94-6887.

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