New Bis(pyrazolo[5,1‐<i>b</i>]quinazolines) and Bis(9<i>H</i>‐xanthenediones) Linked to Alkane Cores: One‐Pot Synthesis, Antibacterial Screening, and SAR Study
Ahmed E. M. Mekky, Sherif M. H. Sanad
Abstract
Effective one-pot methods were used to synthesize some new alkane-linked bis(pyrazolo[5,1-b]quinazolines) and bis(9H-xanthenediones). The first series was produced, in 80-88 % yields, via the reaction of one equivalent of the appropriate bis(aldehydes) with two equivalents of 1H-pyrazole-3,5-diamine and dimedone in DMF at 150 °C for 5-6 h. The second series was prepared, in 82-89 % yields, via the reaction one equivalent of the appropriate bis(aldehydes) with four equivalents of dimedone in acetic acid at 120 °C for 4-5 h. The new products displayed a broad range of antibacterial activity against different bacterial strains. Generally, the antibacterial activity of the alkane-linked bis(pyrazolo[5,1-b]quinazoline) units is more than 2-fold their bis(9H-xanthenedione) analogues. The (p-tolylthio)methyl)-linked bis(pyrazolo[5,1-b]quinazolines) demonstrate the best antibacterial activity with MIC/MBC values up to 3.3/6.6 μM.