Table 15.
Three-component synthesis of thiadiazole-1H-pyrazol-4-yl-thiazolidin-4-ones 57 and their in vitro antibacterial activity (MBC) against six bacterial strains.
| ||||||||
|---|---|---|---|---|---|---|---|---|
| Compound | R | Yield of 57 (%) a | Antibacterial Activity of Compounds 57 (MBC in μg/mL) | |||||
| MRSA | SA | EC | PA | ST | KP | |||
| 57a | H | 96 (74) | 1250 | 625 | 2500 | 2500 | 625 | 625 |
| 57b | 4-F | 94 (62) | 625 | 625 | 625 | 312.5 | 625 | 625 |
| 57c | 4-Br | 95 (56) | 625 | 312.5 | 312.5 | 312.5 | 625 | 625 |
| 57d | 3-F | 91 (55) | 1250 | 78.5 | 312.5 | 2500 | 312.5 | 625 |
| 57e | 3-Cl | 94 (58) | 1250 | 625 | 312.5 | 1250 | 9.8 | 625 |
| 57f | 3-Br | 93 (60) | 156.3 | 625 | 156.3 | 312.5 | 625 | 625 |
| 57g | 4-NO2 | 97 (64) | 625 | 39.1 | 4.9 | 156.3 | 312.5 | 500 |
| 57h | 3-NO2 | 92 (56) | 312.5 | 156.3 | 39.1 | 625 | 625 | 156.3 |
| 57i | 4-Me | 96 (57) | 2500 | 2500 | 1250 | 1250 | 2500 | 1250 |
| 57j | 4-OMe | 95 (61) | 1250 | 625 | 1250 | 1250 | 1250 | 1250 |
| 57k | 3,4,5-OMe | 91 (62) | 1250 | 625 | 1250 | 2500 | 625 | 625 |
| 57l | 3,4-OMe | 93 (60) | 2500 | 625 | 625 | 2500 | 625 | 1250 |
| Ciprofloxacin b | -- | -- | 625 | 39.1 | 1.22 | 625 | 1.22 | 4.9 |
a Yields in brackets were obtained under conventional heating at 50 °C. MRSA (Methicillin-resistant Staphylococcus aureus), SA (Staphylococcus aureus), EC (Escherichia coli), PA (Pseudomonas aeruginosa), ST (Salmonella typhimurium), KP (Klebsiella pneumonia). b Positive control for the study.