Aromatic ethers of 1-aryl 2-(1H-azolyl)ethanol: study of antifungal activity

Synthesis and antimicrobial activity of some novel furyl and benzimidazole substituted benzyl ethers

“…13 C NMR (deuteriochloroform): 50. 3,66.4,107.7,110.2,110.8,119.0,123.4,123.9,133.3,140.3,142.6,143.3,153.5. ESI (+) ,5.43;N,11.98.…”

“…Well known azole derivatives, having a gem-phenyl-(1H-imidazol-1-ylmethyl) moiety (Formula I) which is thought to be largely responsible for imparting of antifungal activity, such as clotrimazole, miconazole (Formula II), econazole and ketoconazole, have been developed for clinical uses [1]. SAR studies revealed that imidazole and phenyl rings, which are also pharmacophoric portion of all these molecules, can be replaced by the triazole [2,3] and furan [1], respectively. On the other hand, recently highly potent antifungal [4] and antibacterial [5] activities of the benzimidazoles have been reported in our previous studies.…”

A New Class of Antifungal Agents. Synthesis and Antimycotic Activity of DisubstitutedN-Azolylamines

“…In a study on the antifungal activity of aromatic ethers of 1-aryl-2-(1H-azolyl)ethanol (which are analogs of miconazole) Y. Wahbi and coworkers also found that derivatives with an imidazole portion were more potent than triazolic counterparts. This may be related to the difference between the lipophilic parameters of the two groups [7] . Among the imidazole derivatives, the best antifungal activity was obtained with compound 21, which contains the 4-biphenyl and 2,4-dichlorophenyl portions, and whose potency and selectivity were comparable to those of miconazole (Table 1).…”

Click chemistry inspired synthesis of piperazine-triazole derivatives and evaluation of their antimicrobial activities

“…The bioisosteric replacement of imidazole and 1,2,4-triazole is an efficient concept for the discovery and development of novel drug molecules possessing enhanced antifungal or antibacterial activity (Güven et al, 2007;Marrapu et al, 2011;Wahbi et al, 1995). Fluconazole is also a bioisostere of these drugs recommended as first-line antifungal drug by World Health Organization (Dömling et al, 2012).…”