New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities

A series of new 4-(5-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-2-carbonyl)-N-(substituted phenyl)piperazine-1-carboxamides 8(a–e)/carbothioamides 8(f–j) were accomplished for biological interest by the simple addition of active functionalized arylisocyanates 7(a–e)/arylisothiocyanates 7(f–j) with...

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Main Authors: Reddivari Chenna Krishna Reddy, Syed Rasheed, Devineni Subba Rao, Shaik Adam, Yellala Venkata Rami Reddy, Chamarthi Naga Raju
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:The Scientific World Journal
Online Access:http://dx.doi.org/10.1155/2013/682603
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author Reddivari Chenna Krishna Reddy
Syed Rasheed
Devineni Subba Rao
Shaik Adam
Yellala Venkata Rami Reddy
Chamarthi Naga Raju
author_facet Reddivari Chenna Krishna Reddy
Syed Rasheed
Devineni Subba Rao
Shaik Adam
Yellala Venkata Rami Reddy
Chamarthi Naga Raju
author_sort Reddivari Chenna Krishna Reddy
collection DOAJ
description A series of new 4-(5-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-2-carbonyl)-N-(substituted phenyl)piperazine-1-carboxamides 8(a–e)/carbothioamides 8(f–j) were accomplished for biological interest by the simple addition of active functionalized arylisocyanates 7(a–e)/arylisothiocyanates 7(f–j) with 2-isobutoxy-5-(4-methyl-2-(piperazine-1-carbonyl)thiazol-5-yl)benzonitrile (4). Compound 4 was synthesized in high yields (94%) by the condensation reaction of febuxostat (1) with piperazine using a selective reagent such as propylphosphonic anhydride (T3P). Antiviral activity against Tobacco mosaic virus (TMV) and antimicrobial activity of the synthesized compounds were evaluated. Biological data revealed that 4-nitrophenyl substituted urea 8d, and 3-bromophenyl substituted thiourea 8f exhibited promising antiviral activities. Moreover, 4-fluorophenyl substituted urea 8a, 4-nitrophenyl substituted urea 8d, 3-bromophenyl substituted thiourea 8f, and 2,4-dichlorophenyl substituted thiourea 8j exhibited potent antimicrobial activity.
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spelling doaj-art-c7708c3e07ac4118b70cc3653e41a0942025-02-03T01:28:05ZengWileyThe Scientific World Journal1537-744X2013-01-01201310.1155/2013/682603682603New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial ActivitiesReddivari Chenna Krishna Reddy0Syed Rasheed1Devineni Subba Rao2Shaik Adam3Yellala Venkata Rami Reddy4Chamarthi Naga Raju5Department of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, IndiaDepartment of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, IndiaDepartment of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, IndiaDepartment of Biochemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, IndiaDepartment of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, IndiaDepartment of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, IndiaA series of new 4-(5-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-2-carbonyl)-N-(substituted phenyl)piperazine-1-carboxamides 8(a–e)/carbothioamides 8(f–j) were accomplished for biological interest by the simple addition of active functionalized arylisocyanates 7(a–e)/arylisothiocyanates 7(f–j) with 2-isobutoxy-5-(4-methyl-2-(piperazine-1-carbonyl)thiazol-5-yl)benzonitrile (4). Compound 4 was synthesized in high yields (94%) by the condensation reaction of febuxostat (1) with piperazine using a selective reagent such as propylphosphonic anhydride (T3P). Antiviral activity against Tobacco mosaic virus (TMV) and antimicrobial activity of the synthesized compounds were evaluated. Biological data revealed that 4-nitrophenyl substituted urea 8d, and 3-bromophenyl substituted thiourea 8f exhibited promising antiviral activities. Moreover, 4-fluorophenyl substituted urea 8a, 4-nitrophenyl substituted urea 8d, 3-bromophenyl substituted thiourea 8f, and 2,4-dichlorophenyl substituted thiourea 8j exhibited potent antimicrobial activity.http://dx.doi.org/10.1155/2013/682603
spellingShingle Reddivari Chenna Krishna Reddy
Syed Rasheed
Devineni Subba Rao
Shaik Adam
Yellala Venkata Rami Reddy
Chamarthi Naga Raju
New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities
The Scientific World Journal
title New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities
title_full New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities
title_fullStr New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities
title_full_unstemmed New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities
title_short New Urea and Thiourea Derivatives of Piperazine Doped with Febuxostat: Synthesis and Evaluation of Anti-TMV and Antimicrobial Activities
title_sort new urea and thiourea derivatives of piperazine doped with febuxostat synthesis and evaluation of anti tmv and antimicrobial activities
url http://dx.doi.org/10.1155/2013/682603
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