Synthesis and Antioxidant Ability of Some New 6-amino-7H- [1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl) Derivatives Bearing 2,6-Dimethoxy-4-(methoxymethyl)Phenol Moiety

Compound 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy) methyl)-2,6-dimethoxyphenol (6) was synthesized by multi steps. The corresponding acetonitrile thioalkyl (7) was cyclized by refluxing with acetic acid to afford 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-y...

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Veröffentlicht in:Oriental journal of chemistry 2017, Vol.33 (5), p.2492-2500
Hauptverfasser: Shakir, Raied Mustafa, Ali, Khalid Fahad, Hussain, Dhuha Faruk
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description Compound 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy) methyl)-2,6-dimethoxyphenol (6) was synthesized by multi steps. The corresponding acetonitrile thioalkyl (7) was cyclized by refluxing with acetic acid to afford 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxy phenol (8). Two new series of 4-(((6-(3-(4-aryl)thioureido)-7H-[1,2,4]triazolo [3,4-b][1,3,4] thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxyphenol (9a-c) and of 4-(((6-(substitutedbenzamido)7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy) methyl)-2,6-dimethoxyphenol (10a-c) were synthesized as new derivatives for fused 1,2,4-trizaole- thiadiazine (8). The antioxidants of newly compounds were evaluated by DPPH and FRAP assays. Compound 9b showed significant antioxidant ability in both assays (higher than ascorbic acid) as well compound 6, 8 and 10a-c showed antioxidant higher than BHT.
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The corresponding acetonitrile thioalkyl (7) was cyclized by refluxing with acetic acid to afford 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxy phenol (8). Two new series of 4-(((6-(3-(4-aryl)thioureido)-7H-[1,2,4]triazolo [3,4-b][1,3,4] thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxyphenol (9a-c) and of 4-(((6-(substitutedbenzamido)7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy) methyl)-2,6-dimethoxyphenol (10a-c) were synthesized as new derivatives for fused 1,2,4-trizaole- thiadiazine (8). The antioxidants of newly compounds were evaluated by DPPH and FRAP assays. 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The corresponding acetonitrile thioalkyl (7) was cyclized by refluxing with acetic acid to afford 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxy phenol (8). Two new series of 4-(((6-(3-(4-aryl)thioureido)-7H-[1,2,4]triazolo [3,4-b][1,3,4] thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxyphenol (9a-c) and of 4-(((6-(substitutedbenzamido)7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy) methyl)-2,6-dimethoxyphenol (10a-c) were synthesized as new derivatives for fused 1,2,4-trizaole- thiadiazine (8). The antioxidants of newly compounds were evaluated by DPPH and FRAP assays. 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subjects Acetic acid
Acetonitrile
Antioxidants
Aromatic compounds
Ascorbic acid
Chromatography
Derivatives
Food
Fourier transforms
Free radicals
Hydrocarbons
Pharmaceutical sciences
Phenols
Refluxing
Synthesis
title Synthesis and Antioxidant Ability of Some New 6-amino-7H- [1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl) Derivatives Bearing 2,6-Dimethoxy-4-(methoxymethyl)Phenol Moiety
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