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 |
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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. 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.</description><identifier>ISSN: 0970-020X</identifier><identifier>EISSN: 2231-5039</identifier><identifier>DOI: 10.13005/ojc/330543</identifier><language>eng</language><publisher>Bhopal: Oriental Scientific Publishing Company</publisher><subject>Acetic acid ; Acetonitrile ; Antioxidants ; Aromatic compounds ; Ascorbic acid ; Chromatography ; Derivatives ; Food ; Fourier transforms ; Free radicals ; Hydrocarbons ; Pharmaceutical sciences ; Phenols ; Refluxing ; Synthesis</subject><ispartof>Oriental journal of chemistry, 2017, Vol.33 (5), p.2492-2500</ispartof><rights>2017. This work is published under http://creativecommons.org/licenses/by-nc-sa/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c298t-a047d2cc67036e34d0e34ccf8ed056cde5b04a4eb4c4de8665a8cd9f9bea99a43</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>Shakir, Raied Mustafa</creatorcontrib><creatorcontrib>Ali, Khalid Fahad</creatorcontrib><creatorcontrib>Hussain, Dhuha Faruk</creatorcontrib><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</title><title>Oriental journal of chemistry</title><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.</description><subject>Acetic acid</subject><subject>Acetonitrile</subject><subject>Antioxidants</subject><subject>Aromatic compounds</subject><subject>Ascorbic acid</subject><subject>Chromatography</subject><subject>Derivatives</subject><subject>Food</subject><subject>Fourier transforms</subject><subject>Free radicals</subject><subject>Hydrocarbons</subject><subject>Pharmaceutical sciences</subject><subject>Phenols</subject><subject>Refluxing</subject><subject>Synthesis</subject><issn>0970-020X</issn><issn>2231-5039</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNotUV1PGzEQtBCViChP_QOWeKEihj3bd5d7TBNKKtEPiVaqhNDJZ-8RRxc72CZw_KL-zF4I-7Czmp3ZfRhCPmVwkQmA_NKv9KUQkEtxQEaci4zlIKpDMoKqBAYc_h6RkxhXMFQlRZHlI_LvtndpidFGqpyhU5esf7FGuUSnje1s6qlv6a1fI_2Bz7Rgam2dZ-WC0btszMfyPgWrXn3n78RYsuZ-YMWOXVplhoV1TLC--0znGOxWJbvFSL-gCtY9UD4u2NyuMS39S88kO3sfdzB4fi3R-Y5-9xZT_5F8aFUX8eQdj8mfr1e_Zwt28_P622x6wzSvJokpkKXhWhcliAKFNDA0rdsJGsgLbTBvQCqJjdTS4KQocjXRpmqrBlVVKSmOyen-7ib4xyeMqV75p-CGlzXPspIDyHynOt-rdPAxBmzrTbBrFfo6g_otjXpIo96nIf4DuxB87g</recordid><startdate>2017</startdate><enddate>2017</enddate><creator>Shakir, Raied Mustafa</creator><creator>Ali, Khalid Fahad</creator><creator>Hussain, Dhuha Faruk</creator><general>Oriental Scientific Publishing Company</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope></search><sort><creationdate>2017</creationdate><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</title><author>Shakir, Raied Mustafa ; Ali, Khalid Fahad ; Hussain, Dhuha Faruk</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c298t-a047d2cc67036e34d0e34ccf8ed056cde5b04a4eb4c4de8665a8cd9f9bea99a43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Acetic acid</topic><topic>Acetonitrile</topic><topic>Antioxidants</topic><topic>Aromatic compounds</topic><topic>Ascorbic acid</topic><topic>Chromatography</topic><topic>Derivatives</topic><topic>Food</topic><topic>Fourier transforms</topic><topic>Free radicals</topic><topic>Hydrocarbons</topic><topic>Pharmaceutical sciences</topic><topic>Phenols</topic><topic>Refluxing</topic><topic>Synthesis</topic><toplevel>online_resources</toplevel><creatorcontrib>Shakir, Raied Mustafa</creatorcontrib><creatorcontrib>Ali, Khalid Fahad</creatorcontrib><creatorcontrib>Hussain, Dhuha Faruk</creatorcontrib><collection>CrossRef</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>Access via ProQuest (Open Access)</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Oriental journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shakir, Raied Mustafa</au><au>Ali, Khalid Fahad</au><au>Hussain, Dhuha Faruk</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>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</atitle><jtitle>Oriental journal of chemistry</jtitle><date>2017</date><risdate>2017</risdate><volume>33</volume><issue>5</issue><spage>2492</spage><epage>2500</epage><pages>2492-2500</pages><issn>0970-020X</issn><eissn>2231-5039</eissn><abstract>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.</abstract><cop>Bhopal</cop><pub>Oriental Scientific Publishing Company</pub><doi>10.13005/ojc/330543</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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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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