Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides
Autor: | Siva Sankar P, Tamatam Rekha, Venkatapuram Padmavathi, Narendra Babu K, Adivireddy Padmaja |
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Rok vydání: | 2021 |
Předmět: |
Antifungal Agents
Pharmaceutical Science Microbial Sensitivity Tests 01 natural sciences Medicinal chemistry chemistry.chemical_compound Structure-Activity Relationship Drug Discovery Pyridine Acetamides Molecule Benzamide Sulfonamides biology 010405 organic chemistry Chemistry Aspergillus niger Druglikeness biology.organism_classification Antimicrobial 0104 chemical sciences Anti-Bacterial Agents 010404 medicinal & biomolecular chemistry Chloramphenicol Ketoconazole Yield (chemistry) Antibacterial activity Bacillus subtilis |
Zdroj: | Archiv der PharmazieREFERENCES. 354(8) |
ISSN: | 1521-4184 |
Popis: | A library of bis(azolyl)sulfonamidoacetamides was prepared by the reaction of azolylsulfonylamines with azolylchloroacetamides in the presence of pyridine/4-(dimethylamino)pyridine (DMAP) under ultrasonication. The reaction proceeded well with DMAP, resulting in a higher yield of the products. The antimicrobial activity of the compounds indicated that N-{5-[N-(2-{[4-(4-chloro-1H-pyrrol-2-yl)-1H-imidazol-2-yl)amino}-2-oxoethyl)sulfamoyl]-4-phenylthiazol-2-yl}benzamide (22a), N-{5-[N-(2-{[4-(4-chloro-1H-pyrrol-2-yl)-1H-imidazol-2-yl]amino}-2-oxoethyl)sulfamoyl]-4-(4-chlorophenyl)thiazol-2-yl}benzamide (22c), and N-{5-[N-(2-{[4-(4-chloro-1H-pyrrol-2-yl)-1H-imidazol-2-yl]amino}-2-oxoethyl)sulfamoyl]-4-(4-chloro-phenyl)-1H-imidazol-2-yl}benzamide (24c) exhibited a low minimal inhibitory concentration (MIC) against Bacillus subtilis, equal to the standard drug, chloramphenicol. Compounds 22c and 24c also showed low MICs against Aspergillus niger, equal to the standard drug, ketoconazole. The molecular properties of the synthesized molecules were studied to identify druglikeness properties of the target compounds. On the basis of molecular properties prediction, 19a, 19b, 20b, 20c, 21a-c, 22b, 22c, and 23a-c can be treated as drug candidates. |
Databáze: | OpenAIRE |
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