Krishna Reddy Reddivari Chenna, Rasheed Syed, Subba Rao Devineni, Adam Shaik, Venkata Rami Reddy Yellala, Raju Chamarthi Naga
Department of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, India.
Department of Biochemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh-517 502, India.
ScientificWorldJournal. 2013 Dec 26;2013:682603. doi: 10.1155/2013/682603. eCollection 2013.
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.
通过将活性官能化芳基异氰酸酯7（a - e）/芳基异硫氰酸酯7（f - j）与2 - 异丁氧基 - 5 -（4 - 甲基 - 2 -（哌嗪 - 1 - 羰基）噻唑 - 5 - 基）苯甲腈（4）简单加成，完成了一系列新的4 -（5 -（3 - 氰基 - 4 - 异丁氧基苯基） - 4 - 甲基噻唑 - 2 - 羰基） - N -（取代苯基）哌嗪 - 1 - 甲酰胺8（a - e）/碳硫酰胺8（f - j），以用于生物学研究。化合物4通过非布索坦（1）与哌嗪使用选择性试剂丙基膦酸酐（T3P）进行缩合反应，以高产率（94%）合成。评估了合成化合物对烟草花叶病毒（TMV）的抗病毒活性和抗菌活性。生物学数据表明，4 - 硝基苯基取代的脲8d和3 - 溴苯基取代的硫脲8f表现出有前景的抗病毒活性。此外，4 - 氟苯基取代的脲8a、4 - 硝基苯基取代的脲8d、3 - 溴苯基取代的硫脲8f和2,4 - 二氯苯基取代的硫脲8j表现出强效的抗菌活性。
