NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY

A novel series of azolylalkylthio, -sulfoxy, and-sulfonyl compounds was designed, synthesized, and evaluated for antipicornaviral activity. Two compounds (4i and 4 1) exhibited significant activity against various serotypes of human rhinovirus (HRV). It was found that incorporation of hydrophobic az...

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Format: Article
Language:English
Published: University of Tehran 1997-03-01
Series:Journal of Sciences, Islamic Republic of Iran
Online Access:https://jsciences.ut.ac.ir/article_31140_9af6439006d2aa3de37ca19f4d4edde4.pdf
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collection DOAJ
description A novel series of azolylalkylthio, -sulfoxy, and-sulfonyl compounds was designed, synthesized, and evaluated for antipicornaviral activity. Two compounds (4i and 4 1) exhibited significant activity against various serotypes of human rhinovirus (HRV). It was found that incorporation of hydrophobic azoles such as 3-methylisoxazole or 4-methylthiazole led to increased activity. In addition, activity markedly improved when the size of the thio substituent was increased. oxidation of the thio derivatives to the corresponding sulfoxides and sulfones resulted in less active compounds. 2-[6- [(5- chlorobenzimidazol-2-yl)thio]hexyl]-4-methylthiazole (4 1) was found to exhibit activity against HRV comparable tb Disoxaril, and was also effective against the Coxsackie B 1 virus
format Article
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institution OA Journals
issn 1016-1104
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language English
publishDate 1997-03-01
publisher University of Tehran
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series Journal of Sciences, Islamic Republic of Iran
spelling doaj-art-3adf2e32fbd6432abdab429ed17565252025-08-20T02:25:51ZengUniversity of TehranJournal of Sciences, Islamic Republic of Iran1016-11042345-69141997-03-018131140NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITYA novel series of azolylalkylthio, -sulfoxy, and-sulfonyl compounds was designed, synthesized, and evaluated for antipicornaviral activity. Two compounds (4i and 4 1) exhibited significant activity against various serotypes of human rhinovirus (HRV). It was found that incorporation of hydrophobic azoles such as 3-methylisoxazole or 4-methylthiazole led to increased activity. In addition, activity markedly improved when the size of the thio substituent was increased. oxidation of the thio derivatives to the corresponding sulfoxides and sulfones resulted in less active compounds. 2-[6- [(5- chlorobenzimidazol-2-yl)thio]hexyl]-4-methylthiazole (4 1) was found to exhibit activity against HRV comparable tb Disoxaril, and was also effective against the Coxsackie B 1 virushttps://jsciences.ut.ac.ir/article_31140_9af6439006d2aa3de37ca19f4d4edde4.pdf
spellingShingle NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY
Journal of Sciences, Islamic Republic of Iran
title NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY
title_full NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY
title_fullStr NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY
title_full_unstemmed NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY
title_short NOVEL AZOLYLALKYLTHIO, -SULFOXY, AND -SULFONYL COMPOUNDS WITH ANTIPICORNAVIRAL ACTIVITY
title_sort novel azolylalkylthio sulfoxy and sulfonyl compounds with antipicornaviral activity
url https://jsciences.ut.ac.ir/article_31140_9af6439006d2aa3de37ca19f4d4edde4.pdf