Econazole Sulfosalicylate is an antifungal agent applied topically or intravaginally. Econazole, an imidazole derivative, is indicated in the treatment of skin infections such as dermatophytosis, superficial candidasis, and tinea versicolor, and of infections of the nails. Econazole is also used as a topical antimycotic in veterinary medicine.
CAT No: 10-101-116
CAS No:27220-47-9 (net), 118308-71-7 (sulfosalicylate)
Synonyms/Alias:1-[2-[(4-Chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole sulfosalicylate; SQ-13050 sulfosalicylate; 1-[2,4-Dichloro-β-(4-chlorobenzyloxy)phenethyl]-imidazole sulfosalicylate
Chemical Name:1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;2-hydroxy-5-sulfobenzoic acid
Econazole Sulfosalicylate is a synthetic imidazole derivative that combines the antifungal agent econazole with sulfosalicylic acid, resulting in a salt form that enhances solubility and stability for laboratory applications. As a member of the imidazole class, econazole is widely recognized for its ability to disrupt fungal cell membrane synthesis, while the sulfosalicylate moiety contributes additional physicochemical properties advantageous for research settings. The compound is of significant interest in biochemical studies focused on membrane biology, antifungal resistance mechanisms, and pharmaceutical formulation development. Its unique structure and dual-functional characteristics make it a valuable tool for researchers investigating the molecular basis of fungal inhibition and drug delivery optimization.
Antifungal Mechanism Studies: Econazole Sulfosalicylate is frequently employed in research aimed at elucidating the molecular mechanisms underlying antifungal activity. The compound's imidazole core enables it to inhibit the biosynthesis of ergosterol, a critical component of fungal cell membranes. By incorporating this salt form in in vitro assays, scientists can dissect the specific interactions between imidazole derivatives and fungal enzymes such as lanosterol 14α-demethylase, facilitating a deeper understanding of how these agents compromise membrane integrity and lead to fungal cell death.
Drug Resistance Research: The salt form of econazole is particularly useful in studies investigating the emergence of antifungal resistance in pathogenic fungi. By exposing fungal cultures to varying concentrations of econazole sulfosalicylate, researchers can monitor adaptive genetic or biochemical changes that confer reduced susceptibility. This approach enables the identification of resistance-associated mutations, efflux pump activity, or alterations in membrane composition, thereby supporting the development of strategies to overcome or prevent resistance in clinical and agricultural contexts.
Pharmaceutical Formulation Development: The enhanced solubility profile of econazole sulfosalicylate compared to its parent compound makes it an attractive candidate for formulation research. Scientists and formulation chemists utilize this salt in the design and optimization of topical, transdermal, or other delivery systems intended for laboratory evaluation. Its physicochemical properties allow for the preparation of more stable and bioavailable research formulations, which are essential for preclinical studies assessing compound distribution, release kinetics, and stability under various environmental conditions.
Membrane Biology Investigations: Researchers interested in the structural and functional aspects of biological membranes use econazole sulfosalicylate as a model compound to probe membrane dynamics and integrity. The ability of imidazole derivatives to disrupt lipid bilayers provides a controlled means of studying membrane permeability, lipid-protein interactions, and the consequences of sterol synthesis inhibition. Such studies contribute to a broader understanding of membrane-associated processes in both fungal and non-fungal systems.
Analytical Method Development: The distinct chemical properties of econazole sulfosalicylate support its use as a reference compound in the development and validation of analytical techniques. Chromatographic and spectroscopic methods often require well-characterized standards to ensure accuracy and reproducibility in quantifying imidazole derivatives. Its defined structure and stability make it suitable for calibration, method optimization, and quality control procedures in research laboratories working with antifungal agents and related compounds.
The aim of this investigation was to compare the contact action of econazole sulfosalicylate (E-SSA) on mycetes (Candida albicans, Cryptococcus neoformans, Aspergillus fumigatus, Trichophyton rubrum, T. cutaneum, Pityrosporum sp.), Gram-positive bacteria (Staphylococcus aureus, Streptococcus faecalis) and Gram-negative bacteria (Escherichia coli, Citrobacter freundii) with that exerted by econazole nitrate (E-NIT). The results show E-SSA activity greater than E-NIT (in particular against mycetes and Gram-negative bacteria). The E-SSA contact activity trials illustrated certain properties of this imidazole sulfosolicylate such as: absence of latency time, antimicrobial activity proportional to its concentration, when a high concentration is used, given the limiting influence of pH and ionic strength of the medium. The higher E-SSA contact activity, in relation to E-NIT, can be correlated to its greater lipophylia considering also the lipophylic properties of SSA and the scarce dissociation of E-SSA.
Simonetti, N., Spignoli, G., D'Auria, F. D., & Strippoli, V. (1991). Antimicrobial Contact Activity of Econazole Sulfosalicylate. Journal of Chemotherapy, 3(2), 101-107.
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