97302-39-1Relevant academic research and scientific papers
Synthesis, Characterization, Crystal Structure and Biological Study of Carboxamides Obtained from 2-Aminothiazole Derivatives
Wazalwar, Sachin S.,Banpurkar, Anita R.,Perdih, Franc
, p. 319 - 329 (2019/07/29)
Abstract: Two series of novel thiazolylcarboxamide derivatives were synthesized by the reaction of ethyl 2-amino-4-methylthiazole-5-carboxylate or 1-(2-amino-4-methylthiazol-5-yl)ethan-1-one with four substituted carbonyl chlorides at 0?°C in excellent yi
Thiazole-5-carboxylic acid derivatives as potent xanthine oxidase inhibitors: design, synthesis, in vitro evaluation, and molecular modeling studies
Kaur, Gurinder,Singh, Jatinder V.,Gupta, Manish K.,Bhagat, Kavita,Gulati, Harmandeep K.,Singh, Atamjit,Bedi, Preet Mohinder S.,Singh, Harbinder,Sharma, Sahil
, p. 83 - 93 (2019/11/14)
A series of 22 compounds of thiazole-5-carboxylic acid derivatives was rationally designed and synthesized. All the compounds were characterized by using 1H and 13C NMR and tested against xanthine oxidase enzyme by spectrophotometric assay. Majority of the compounds were found active against the enzyme amongst which GK-20 with an IC50 value of 0.45 μM was found to be most potent. Structure-activity relationship obtained from the biological results revealed that the di-substituted compounds as Ring B were more potent than that of mono-substituted derivatives. Para-substitution on Ring B is crucial for the xanthine oxidase inhibitory potential. Enzyme kinetic studies further revealed their mixed type inhibition behavior. Moreover, the binding pattern of the most potent compound GK-20 within the febuxostat binding site of the enzyme was further analyzed by using docking studies which revealed that it sufficiently block the catalytic active site, which prevents the substrate to bind.
2-Benzamido-4-methylthiazole-5-carboxylic Acid Derivatives as Potential Xanthine Oxidase Inhibitors and Free Radical Scavengers
Ali, Md. Rahmat,Kumar, Suresh,Afzal, Obaid,Shalmali, Nishtha,Ali, Wazid,Sharma, Manju,Bawa, Sandhya
, (2017/02/15)
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, 1H and 13C 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.
Synthesis and antimicrobial screening of 5-(benzylidene)-3- phenylthiazolidin-4-one derivatives incorporating thiazole ring
Desai,Rajpara,Joshi
, p. 5044 - 5055 (2013/09/23)
The present article deals with the synthesis and antimicrobial screening of a series of N-(5-(2-(5-(arylidene)-4-oxo-3-phenylthiazolidin-2-ylidene) hydrazinecarbonyl)-4-methylthiazol-2-yl)-4-methoxybenzamides (6a-o). The structures of these compounds have been elucidated by spectra (IR, 1H NMR, 13C NMR, mass spectra). All the synthesized compounds were screened for in vitro antibacterial activity against Gram-positive (Staphylococcus aureus, Streptococcus pyogenes) and Gram-negative (Escherichia coli, Pseudomonas aeruginosa) bacteria. These compounds were also tested for their inhibitory action against three strains of fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus). The thiazole derivatives discovered in this study may provide valuable therapeutic intervention for the treatment of microbial diseases, especially against bacterial and fungal infections.
