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One-pot cis-selective route to sugar-fused thiazines via a masking-unmasking strategy in basic ionic liquid

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 envisaged method is operationally simple, high yielding, and excellent diastereoselective in favor of the cis-isomer of fused thiazines.

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Pressure-Enhanced C-H Bond Activation in Chloromethane Platinum(II) Complexes

The nature of the interaction between chloromethanes CH4-nCln and Pt(II) complexes has been studied by high-pressure X-ray diffraction and infrared spectroscopy in combination with DFT calculations. In case of electron rich complexes such as d(8)-Pt(btz-N,N ‘)(phenyl)L with L = phenyl, Cl, Br and btz = 2,2 ‘-Bi-5,6-dihydro-4H-1,3-thiazine stable chloroform adducts with bridging hydrogen atoms in the eta(1)(C-H)Pt moieties were isolated which display highly activated C-H bonds. This activation is a consequence of a pronounced Pt(d(z2))->sigma*(C-H) back donation and is signaled by large red-shifts of the isolated nu(is)(C-H) stretching modes. The extent of the C-H bond activation and covalent Pt-H bond formation in the eta(1)(C-H)Pt moieties is thereby controlled by (i) the sigma/pi donor capabilities of the ligands L, (ii) the orientation of the coordinating C-H bond with regard to the Pt(d(z2)) orbital and (iii) the applied pressure.

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Characterization of a Novel Human-Specific STING Agonist that Elicits Antiviral Activity Against Emerging Alphaviruses

Pharmacologic stimulation of innate immune processes represents an attractive strategy to achieve multiple therapeutic outcomes including inhibition of virus replication, boosting antitumor immunity, and enhancing vaccine immunogenicity. In light of this we sought to identify small molecules capable of activating the type I interferon (IFN) response by way of the transcription factor IFN regulatory factor 3 (IRF3). A high throughput in vitro screen yielded 4-(2-chloro-6-fluorobenzyl)-N-(furan-2-ylmethyl)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carboxamide (referred to herein as G10), which was found to trigger IRF3/IFN-associated transcription in human fibroblasts. Further examination of the cellular response to this molecule revealed expression of multiple IRF3-dependent antiviral effector genes as well as type I and III IFN subtypes. This led to the establishment of a cellular state that prevented replication of emerging Alphavirus species including Chikungunya virus, Venezuelan Equine Encephalitis virus, and Sindbis virus. To define cellular proteins essential to elicitation of the antiviral activity by the compound we employed a reverse genetics approach that utilized genome editing via CRISPR/Cas9 technology. This allowed the identification of IRF3, the IRF3-activating adaptor molecule STING, and the IFN-associated transcription factor STAT1 as required for observed gene induction and antiviral effects. Biochemical analysis indicates that G10 does not bind to STING directly, however. Thus the compound may represent the first synthetic small molecule characterized as an indirect activator of human STING-dependent phenotypes. In vivo stimulation of STING-dependent activity by an unrelated small molecule in a mouse model of Chikungunya virus infection blocked viremia demonstrating that pharmacologic activation of this signaling pathway may represent a feasible strategy for combating emerging Alphaviruses.

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Easy access to alpha-hydroxyimino-beta-oxodithioesters and application towards the synthesis of diverse 1,4-thiazine-3-ones via reduction/annulation cascade

An operationally simple and facile synthesis of alpha-hydroxyimino-beta-oxodithioesters has been achieved by nitrosation of alpha-enolicdithioesters. They were further treated with internal alkynes to afford diverse 1,4-thiazin-3-ones via domino reduction/annulation strategy under mild reaction conditions. Importantly, this is the first straightforward entry to highly functionalized 1,4-thiazin-3-one derivatives from simple starting materials. (C) 2014 Elsevier Ltd. All rights reserved.

Electric Literature of 7689-03-4, Because enzymes can increase reaction rates by enormous factors and tend to be very specific, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 7689-03-4.

Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. 7689-03-4, Name is Campathecin, belongs to thiazines compound, is a common compound. In a pantent, author is Morak-Mlodawska, Beata, once mentioned the new application about 7689-03-4, Application In Synthesis of Campathecin.

3,6-Diazaphenothiazines as potential lead molecules – synthesis, characterization and anticancer activity

3,6-Diazaphenothiazines were obtained in cyclization of 3-amino-3′-nitro-2,4′-dipyridinyl sulfide and the reaction of sodium 3-amino-2-pyridinethiolate with 4-chloro-3-nitropyridine followed by alkylation and heteroarylation. The thiazine ring formation ran via the Smiles rearrangement. The structure elucidation was based on 2D NMR and X-ray analysis of N-methylated product. 3,6-Diazaphenothiazines were investigated for antitumor activity using glioblastoma SNB-19, melanoma C-32 and breast cancer MCF-7 cells. 10H-3,6-diazaphenothiazine was 10 times more active (IC50 < 0.72 mu g/mL) than cisplatin. Two diazaphenothiazines with the 2-pyrimidinyl and dimethylaminopropyl substituents were selectively active against MCF-7 and C-32 cells. The expressions of H3 (proliferation marker), TP53, CDKN1A (cell cycle regulators), BAX and BCL-2 (proapoptopic and antiapoptopic genes) were detected by RT-QPCR method. The expression analysis suggests the cell cycle arrest and the mitochondrial apoptosis pathway activation in MCF-7 and SNB-19 cells. Application In Synthesis of Campathecin, In the meantime we’ve collected together some recent articles in this area about 7689-03-4 to whet your appetite. Happy reading!

Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas. 7689-03-4, Name is Campathecin, belongs to thiazines compound, is a common compound. In a pantent, author is Hajira, Tahir, once mentioned the new application about 7689-03-4, Quality Control of Campathecin.

Structural Modifications of Surfactant-Assisted Alumina and Their Effectiveness for the Removal of Dyes

The current study focuses on the development of the modified surface of the alumina by anionic surfactant sodium dodecyl sulfate. The synthesized Surfactant Modified Alumina (SMA) effectively associated with dye molecules and amended their properties. The triphenylmethane (CBB) and thiazine dyes (MB) were selected as a simulated dye wastewater system. The removal was carried out by adsorption method under the optimized amount of adsorbent dosage, the concentration of adsorbate, contact time and temperature. The adsorption isotherm models like Langmuir, Freundlich and Dubinin Radushkevish were employed. The mechanism of the interaction represents the decolorized leuco dye molecules were formed after adsorption. Moreover, the thermodynamic parameters like (Delta S degrees), (Delta H degrees) and (Delta G degrees) were calculated represents the endothermic and spontaneous nature of the adsorption process. The pH at the point of zero charges (pHPZC) was determined. The photocatalytic degradation of respective dye systems was also observed. The surface morphology of (SMA) was determined by FT-IR and SEM techniques. Whereas the pseudo second order kinetics model was followed in the present system. The Pearson correlation Coefficient was conjointly applied. The removal efficiency was ascertained to be 99.50% for CBB(R-250) and 95.70% for (MB).

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Dipyrimido[4,5-b:5,4-e][1,4]thiazine: synthesis and their enzyme inhibitory activity assessment on soybean 15-lipoxygenase

A series of new derivatives of dipyrimido[4,5-b:5,4-e][1,4] thiazine were synthesized by treatment of 5-amino-6-methyl-2-morpholino-4-pyrimidinethiol (1) with 5-bromo-2,4-dichloro-6-methylpyrimidine (2) in the presence of triethylamine and ethanol and subsequently with various secondary amines in EtOH/DMF. The thioether derivative 3 and heterocyclization products 4a-f were characterized by elemental analysis and spectroscopic techniques. The 15-LO inhibitory activities of the new synthesized compounds were also evaluated. The results show that compound 4e has the best IC50 of 15-LO inhibition (IC50 = 14.4 A mu M) but when all the products were theoretically docked into 15-LO, the GOLD scores of compounds 4e and 4d are 43.67 and 43.39 respectively, which show the best results. We suggest that the hydrogen bond interaction between Ser489 of 15-LO and the nitrogen of piperazine ring of compound 4e appears to play major role in lipoxygenase inhibition.

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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Laccase mediator system obtained from a marine spore exhibits decolorization potential in harsh environmental conditions

Laccases play a significant role in remedying dye pollutants. Most of these enzymes are originated from terrestrial fungi and bacteria, thus they are not proper to be used in the environments with neutral/alkaline pH, or they may require laborious extraction/purification steps. These limitations can be solved using marine spore laccases through high stability and easy to use application. In the current study, laccase activity of the marine spore-forming Bacillus sp. KC2 was measured according to the guaiacol and syringaldazine oxidation. Abiotic stresses like pH of 6, temperature of 37 degrees C and 0.3 mM CuSO4 (in comparison with optimal sporulation conditions: pH of 8, temperature of 20 degrees C and 0.0 mM CuSO4) enhanced laccase formation in sporal coat. Maximum activity of enzyme was observed at 50 degrees C and pH 7, which did not change in the alkaline pH and temperature range of 20-70 degrees C. Results indicated ions, inhibitors and solvent stability of the enzyme and its activity were stimulated by Co2+, Mn2+, PMSF, acetone, acetonitrile, ethanol, and methanol. The spore laccase could decolorize synthetic dyes from various chemical groups including azo (acid orange, amaranth, trypan blue, congo red, and amido black), indigo (indigo carmine), thiazine (methylene blue, and toluidine blue), and triarylmethane (malachite green) with ABTS/syringaldazine mediators after 5 h. Degradation products were not toxic against Sorghum vulgare and Artemia sauna model organisms. The enzyme mediator system showed high potentials for dye bioremediation over a wide range of harsh conditions.

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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The Reaction of 1-Phenylpyrazolidine-3,5-dione with Active Nitriles Using Phase Transfer Catalysis Conditions Technique

Heterocyclization reaction of 1-phenylpyrazolidine-3,5-dione with some active nitriles and acrylonitriles is described. These cyclization reactions afforded novel heterocyclic derivatives such as pyrano[2,3-c]pyrazoles, pyrazolyl-thiazole, pyrazolyl-1,3-thiazines, and pyrazolyl-1,3-oxathiino[6,5-c]pyrazoles. Heating 1-phenylpyrazolidine-3,5-dione alone under phase transfer catalysis conditions afforded the tricyclic dipyrazolofurandione. The structure of the new products has been characterized by IR, NMR, mass spectra, and their elemental analyses.

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Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem

 

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3,6-Diazaphenothiazines as potential lead molecules – synthesis, characterization and anticancer activity

3,6-Diazaphenothiazines were obtained in cyclization of 3-amino-3′-nitro-2,4′-dipyridinyl sulfide and the reaction of sodium 3-amino-2-pyridinethiolate with 4-chloro-3-nitropyridine followed by alkylation and heteroarylation. The thiazine ring formation ran via the Smiles rearrangement. The structure elucidation was based on 2D NMR and X-ray analysis of N-methylated product. 3,6-Diazaphenothiazines were investigated for antitumor activity using glioblastoma SNB-19, melanoma C-32 and breast cancer MCF-7 cells. 10H-3,6-diazaphenothiazine was 10 times more active (IC50 < 0.72 mu g/mL) than cisplatin. Two diazaphenothiazines with the 2-pyrimidinyl and dimethylaminopropyl substituents were selectively active against MCF-7 and C-32 cells. The expressions of H3 (proliferation marker), TP53, CDKN1A (cell cycle regulators), BAX and BCL-2 (proapoptopic and antiapoptopic genes) were detected by RT-QPCR method. The expression analysis suggests the cell cycle arrest and the mitochondrial apoptosis pathway activation in MCF-7 and SNB-19 cells. If you are hungry for even more, make sure to check my other article about 7689-03-4, Safety of Campathecin.

Reference:
Thiazine – an overview | ScienceDirect Topics,
,Thiazine | C4H5NS – PubChem