28-Sep News Awesome and Easy Science Experiments about C6H4ClNO2

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Design, synthesis and identification of novel substituted isothiochromene analogs as potential antiviral and cytotoxic agents

In this study, we present the synthesis of novel isothiochromenes, thiazolidonone, thiazinone, arylidines, triazoles, and pyrimidinone compounds based on the starting material 3-amino- isothiochromene-4-carbonitrile 3. The chemical structures were confirmed using spectroscopic methods and elemental analyses. These compounds were screened for their in vitro antiviral and antitumor activities. Compounds 10a-c and 22a-b showed activity against herpes simplex virus-1 (HSV-1) and human immunodeficiency virus-1 (HIV-1). Compounds 15 and 21a-b exhibited activity against various types of cancer cell lines. [GRAPHICS] .

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

 

24-Sep-21 News Awesome and Easy Science Experiments about C6H4ClNO2

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Hydrazide-integrated carbazoles: synthesis, computational, anticancer and molecular docking studies

A new class of carbazole-based hydrazides 6a-c, synthesized from carbazole by employing a multistep synthetic strategy, has been described. Detailed insight into their structures (6a-c) has been elucidated by UV-Vis, FT-IR and NMR (H-1 and C-13) spectroscopic studies. Theoretical investigation of the molecules 6a-c has been accomplished utilizing DFT and TD-DFT techniques with the B3LYP/6-311++G(d,p) method. Theoretical findings such as optimized structural, vibrational, and electronic properties, and proton and carbon chemical shifts of the targets 6a-c are in harmony with their experimental results and/or structurally related reported ones. Cytotoxicity of the target hydrazides 6a-c has been evaluated using human pancreatic cancer cells (AsPC1 and SW1990). The hydrazides 6a-c displayed a significant in vitro cytotoxic effect against both the pancreatic cancer cells AsPC1 (concentration that inhibits 50% cell viability, IC50: 3.42 +/- 0.41 mu M for 6a) and SW1990 (IC50: 22.42 +/- 1.40 mu M for 6a). The superior binding energy resulting from the in silico molecular docking approach of the hydrazide 6a indicates its greater affinity towards the receptor (binding energy: -8.63 kcal mol(-1) and IC50: 475.05 nM). Thus, the hydrazide 6a could serve as a new lead for the development of anticancer agents.

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

 

22-Sep-21 News Can You Really Do Chemisty Experiments About C6H4ClNO2

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Ru-II(eta(6)-p-cymene) Complexes of Bioactive 1,2-Benzothiazines: Protein Binding vs. Antitumor Activity

1,2-Benzothiazine-3-carboxamide 1,1-dioxide derivatives such as meloxicam are known to display numerous pharmacological activities. We prepared a series of 4-hydroxy-2-alkyl-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide ligands 1a-f and their Ru((6)-p-cymene) complexes 2a-f, inspired by synergistic effects observed with other bioactive ligands coordinated to metal centres. The molecular structures of 1a, 2a, and 2b were determined by X-ray diffraction analyses. The stability of the metal complexes was characterized in DMSO and DMSO/H2O on the basis of H-1 NMR spectroscopy and their protein binding capabilities were studied using mass spectrometry. In vitro cytotoxicities of the Ru complexes were determined against human colorectal carcinoma (HCT116), non-small cell lung carcinoma (NCI-H460) and cervical carcinoma (SiHa) cell lines. The low levels of biological activity observed for these Ru complexes were put into context by considering their chemical reactivity with proteins. The binding of proteins resulted in cleavage of the benzothiazine backbone when the complex was present in concentrations equimolar with respect to protein.

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

 

16-Sep News Archives for Chemistry Experiments of C6H4ClNO2

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A new route for the synthesis of pyrimido[2,1-b][1,3]thiazine ring system

A simple and efficient pathway to conjugate monosaccharides to thienopyrimidines via click chemistry establishing a 1,2,3-triazole linker was reported. Potential pharmaceutical interest is envisaged for the expected target products. Starting from a 2-isothiocyanate-thiophene-3-carboxylate, an allylthiourea was obtained with allylamine, cyclized and S-propargylated to give a thienopyrimidine-alkyne core. Click reaction with tetraacetyl-1-azidoglucose was successful to give the target conjugate with one sugar unit. When propargylamine was used in the first step, the expected thiourea cyclized via the alkyne moiety leading to pyrimido[2,1-b][1,3]thiazine.

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

 

9/15 News What Kind of Chemistry Facts Are We Going to Learn About C6H4ClNO2

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Physicochemical and Biological Characterization of Fucoidan from Fucus vesiculosus Purified by Dye Affinity Chromatography

A comparative study concerning the physicochemical, monomeric composition and biological characters among different fucoidan fractions is presented. Common purification techniques for fucoidan usually involve many steps. During these steps, the important structural features might be affected and consequently alter its biological activities. Three purified fractions were derived from Fucus vesiculosus water extract which, afterwards, were purified by a recently-developed dye affinity chromatography protocol. This protocol is based on dye-sulfated polysaccharide interactions. The first two fractions were obtained from crude precipitated fucoidan at different pH values of the adsorption phase: pH 1 and 6. This procedure resulted in fucoidan_1 and 6 fractions. The other, third, fraction: fucoidan_M, however, was obtained from a buffered crude extract at pH 1, eliminating the ethanol precipitation step. All of the three fractions were then further evaluated. Results revealed that fucoidan_M showed the highest sulfur content (S%), 12.11%, with the lowest average molecular weight, 48 kDa. Fucose, galactose, and uronic acid/glucose dimers were detected in all fractions, although, xylose was only detected in fucoidan_1 and 6. In a concentration of 10 mu g.mL(-1), Fucoidan_6 showed the highest heparin-like anticoagulant activity and could prolong the APTT and TT significantly to 66.03 +/- 2.93 and 75.36 +/- 1.37 s, respectively. In addition, fucoidan_M demonstrated the highest potency against HSV-1 with an IC50 of 2.41 mu g.mL(-1). The technique proved to be a candidate for fucoidan purifaction from its crude extract removing the precipitation step from common purification protocols and produced different fucoidan qualities resulted from the different incubation conditions with the immobilized thiazine toluidine blue O dye.

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

 

Sep 2021 News Never Underestimate The Influence Of C6H4ClNO2

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Magnetic Nanoparticles Impregnated, Cross-Linked, Porous Chitosan Microspheres for Efficient Adsorption of Methylene Blue from Pharmaceutical Waste Water

The study demonstrates the preparation of MnFe2O4 impregnated chitosan-microspheres (CMMS) as adsorbents for efficient removal of cationic thiazine dye, methylene blue. A facile approach with great economic and technical advantages to obtain highly crystalline manganese ferrite nanoparticles by solution combustion method is accounted. CMMS were characterized and evaluated for MB adsorption using linear forms of Freundlich and Langmuir adsorption isotherms, pseudo-first order, pseudo-second order and Elovich kinetic models. Application of CMMS to pharmaceutical waste, desorption of MB and reusability of CMMS are reported. Significantly, MB concentration in treated real sample was reduced by similar to 18 times to that of initial concentration.

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

 

13/9/2021 News Why Are Children Getting Addicted To C6H4ClNO2

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One-pot synthesis of highly functionalized benzo [1,3] thiazine from isocyanides, aniline, and heterocumulene via Cu-catalyzed intramolecular C-H activation reactions

A one-pot synthesis of functionalized benzo thiazine derivatives via a Cu-catalyzed, multicomponent reaction of isocyanides, aniline, and heterocumulenes in acetonitrile at room temperature was developed. Transition metal-catalyzed activation of C-H bonds under mild copper-catalytic reaction conditions, using simple and available starting materials, also obtaining a pure product with high yield without applying column chromatography are the major advantages of the applied method among the other ones used for this purpose. The structures are confirmed spectroscopically (H-1- and C-13-NMR, IR, and EI-MS) and through elemental analyses.

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

 

07/9/2021 News Properties and Exciting Facts About C6H4ClNO2

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Ru-II(eta(6)-p-cymene) Complexes of Bioactive 1,2-Benzothiazines: Protein Binding vs. Antitumor Activity

1,2-Benzothiazine-3-carboxamide 1,1-dioxide derivatives such as meloxicam are known to display numerous pharmacological activities. We prepared a series of 4-hydroxy-2-alkyl-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide ligands 1a-f and their Ru((6)-p-cymene) complexes 2a-f, inspired by synergistic effects observed with other bioactive ligands coordinated to metal centres. The molecular structures of 1a, 2a, and 2b were determined by X-ray diffraction analyses. The stability of the metal complexes was characterized in DMSO and DMSO/H2O on the basis of H-1 NMR spectroscopy and their protein binding capabilities were studied using mass spectrometry. In vitro cytotoxicities of the Ru complexes were determined against human colorectal carcinoma (HCT116), non-small cell lung carcinoma (NCI-H460) and cervical carcinoma (SiHa) cell lines. The low levels of biological activity observed for these Ru complexes were put into context by considering their chemical reactivity with proteins. The binding of proteins resulted in cleavage of the benzothiazine backbone when the complex was present in concentrations equimolar with respect to protein.

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

 

1 Sep 2021 News Discover the magic of the C6H4ClNO2

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Photocatalytic degradations of three dyes with different chemical structures using ball-milled TiO2

Cibacron Brilliant Red 3B-A (BR 3B-A) was photocatalytically degraded by TiO2 (A) ball milled (BM) at different milling time. TiO2 (A) BM for 2 h (BM2 TiO2 (A)) showed the best photocatalytic degradation efficiency and was utilized to photcatalytically degrade commercial dyes of different chemical nature by breaking down the bond between chloride and the hydrocarbon chain. In the three dyes, i.e., Cibacron Brilliant Red BR 3B-A, Cibacron Brilliant Yellow 3G-P (BY 3G-P), and Astron Pink FG, chloride (Cl) is linked to carbon atom of different conformation. The experimental results suggested that the Cl connected to the aliphatic carbon is much easier and faster to disintegrate than the other two bonding with benzene and thiazine. Production rates of Cl- after 60-min irradiation were 99.7%, 78.1%, and 73.2%, respectively, for Astron Pink FG, BY 3G-P, and BR 3B-A. The changes in the structure characteristics, including the more amorphous surface morphology, the increased specific surface area, the growth in the percentage of high-index crystal faces, etc., were proposed to be the possible reasons for the promoted photocatalytic capability of BM2 TiO2 (A). Ball milling was found a handy approach to modify TiO2 (A) and boost catalytic degradation efficiency of dyes. This research lay out basis for application of photocatalyst in semiconductor industries.

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

 

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Synthesis and characterization of some novel bis-thiazoles

The bis-thiosemicarbazone derivative 3 was prepared and reacted with N-aryl-2-oxopropane hydrazonoyl chloride 4a-g and ethyl (N-arylhydrazono)chloroacetate 7a-e in absolute ethanol in the presence of triethylamine at reflux afforded a new series of thiazoles 6a-g and 9a-e, respectively. Also, thiosemicarbazone derivative 3 was reacted with N ‘-phenylbenzohydrazonoyl chloride 10 to give the respective bis-thiadiazole derivative 12. Moreover, the reaction of 3 with a number of haloketones and haloesters furnished the respective bis-thiazole derivatives 14, 16, 18, and 20. The mechanisms that account for formation of products 6, 9, and 12 were discussed. Also, the molecular structure of the synthesized compounds was illustrated by spectroscopic and elemental analysis.

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