Synthesis and Biological Screening of Thiazole-5-Carboxamide Derivatives

Mhaske, Pravin C.; Vadgaonkar, Kamlesh S.; Jadhav, Rahul P.; Bobade, Vivek D.

doi:10.5012/jkcs.2011.55.5.882

Cited by 13 publications

(8 citation statements)

References 11 publications

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“…2‐Benzamido‐4‐methylthiazole‐5‐carboxylic acid derivatives as XO inhibitors ( 5a–r ) were synthesized as outlined in Scheme . Thiourea and commercially available 2‐chloroethylacetoacetate was cyclized to form ethyl 2‐amino‐4‐methyl‐1,3‐thiazole‐5‐carboxylate ester ( 3 ) . Subsequently, reaction was carried out by stirring equivalent amounts of substituted aromatic acid and ethyl 2‐amino‐4‐methyl‐1,3‐thiazole‐5‐carboxylate ester in dry pyridine.…”

Section: Resultsmentioning

confidence: 99%

2‐Benzamido‐4‐methylthiazole‐5‐carboxylic Acid Derivatives as Potential Xanthine Oxidase Inhibitors and Free Radical Scavengers

Ali

Kumar

Afzal

et al. 2017

Archiv der Pharmazie

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The new chemical entities febuxostat and topiroxostat have been approved by the US Food and Drug Administration, opening new avenues for exploiting different heterocycles other than purines as xanthine oxidase (XO) inhibitors. A different series of substituted 2-benzamido-4-methylthiazole-5-carboxylic acid derivatives (5a-r) was synthesized and characterized by the collective use of IR, H and C NMR, and mass spectroscopy, for the treatment of gout and hyperuricemia. In vitro studies of the synthesized derivatives revealed that the presence of a fluoro group at the para position in 5b (IC50 = 0.57 μm) and a chloro group in 5c (IC50 = 0.91 μm) signifies excellent XO inhibitory activity among the series, along with their DPPH free radial scavenging activity. In vivo serum uric acid inhibition studies established that 5b and 5c displayed 62 and 53% uric acid inhibition, respectively. Studies on enzyme kinetics indicated that 5b acts as a mixed type inhibitor. In silico prediction by various softwares also helped in the recognition of potent XO inhibitors.

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Section: Resultsmentioning

confidence: 99%

2‐Benzamido‐4‐methylthiazole‐5‐carboxylic Acid Derivatives as Potential Xanthine Oxidase Inhibitors and Free Radical Scavengers

Ali

Kumar

Afzal

et al. 2017

Archiv der Pharmazie

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“…The synthesis of 3‐(4‐(2‐methyl/aryl/benzylthiazol‐4‐yl)phenyl)‐2‐(4‐methyl‐2‐aryl/benzylthiazol‐5‐yl)thiazolidin‐4‐one 8a , 8b , 8c , 8d , 8e , 8f , 8g , 8h , 8i is illustrated in Figure . The starting material ethyl‐2‐aryl/benzyl‐4‐methylthiazole‐5‐carboxylate 1a , 1b and 4‐(2‐aryl/benzyl/methylthiazol‐4‐yl)benzenamine were prepared according to earlier reported procedure . Ester 1a , 1b was reduced to corresponding alcohol 2a , 2b using lithium aluminum hydride in dry diethyl ether.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antimicrobial Activities of Novel Series of 3‐(4‐(2‐substituted thiazol‐4‐yl)phenyl)‐2‐(4‐methyl‐2‐substituted thiazol‐5‐yl)thiazolidin‐4‐one Derivatives

Shelke

Mhaske²,

Narkhade

et al. 2013

Journal of Heterocyclic Chem

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“…Thiazoles are another important members of azole family known for their various biological properties such as antioxidant 5 , antimicrobial [6][7][8] , anticancer 9 and analgesic 10 etc. More recently it has been shown that thiazole containing pyrazoles have proved their potential as antimicrobial 11,12 agents.…”

Section: Oriental Journal Of Chemistrymentioning

confidence: 99%

Synthesis and Antibacterial Screening of Novel Fluorine Containing Heterocycles

Karale¹,

Takate²,

Salve³

et al. 2015

Orient. J. Chem

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A Claisen-Schimidt condensation of 2-hydroxyacetophenones 1a-f with an aldehyde 2 yielded a series of compounds 3a-f. Compounds 3a-f were transformed into series of substituted chromones 4a-f, pyrazolines 5a-f and aurones 6a-f on treatment with DMSO/ I 2 , NH 2 NH 2 / EtOH and Hg(OAc) 2 / pyridine respectively. All these novel compounds were characterized by spectral techniques. All the compounds were screened for their antibacterial potential.

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Synthesis and Biological Screening of Thiazole-5-Carboxamide Derivatives

Cited by 13 publications

References 11 publications

2‐Benzamido‐4‐methylthiazole‐5‐carboxylic Acid Derivatives as Potential Xanthine Oxidase Inhibitors and Free Radical Scavengers

2‐Benzamido‐4‐methylthiazole‐5‐carboxylic Acid Derivatives as Potential Xanthine Oxidase Inhibitors and Free Radical Scavengers

Synthesis and Antimicrobial Activities of Novel Series of 3‐(4‐(2‐substituted thiazol‐4‐yl)phenyl)‐2‐(4‐methyl‐2‐substituted thiazol‐5‐yl)thiazolidin‐4‐one Derivatives

Synthesis and Antibacterial Screening of Novel Fluorine Containing Heterocycles

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