Econazole Sulfosalicylate

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.

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CAT#	10-101-116
CAS	27220-47-9 (net), 118308-71-7 (sulfosalicylate)
Background	Econazole is an imidazole with antifungal property. Econazole compromises the integrity of fungal cell wall through inhibiting 14-alpha demethylase, which catalyzes conversion of lanosterol to ergosterol, an essential component of the fungal cell wall. As a result, this agent increases cellular permeability thereby resulting in leakage of cellular contents. Furthermore, econazole has also been implicated to inhibit endogenous respiration, interact with membrane phospholipids, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis. >> Read More
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
M.F/Formula	C18H15Cl3N2O.C7H6O6S
M.W/Mr.	599.87
Labeling Target	Lanosterol 14-alpha demethylase Nuclear receptor subfamily 1 group I member 2
Application	For the treatment of skin infections such as dermatophytosis, superficial candidasis, and tinea versicolor, and of infections of the nails.
Activity	Antagonist
Areas of Interest	Infection Veterinary medicine

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Source#	Synthetic
Organism	Human
InChI	InChI=1S/C18H15Cl3N2O.C7H6O6S/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21;8-6-2-1-4(14(11,12)13)3-5(6)7(9)10/h1-9,12,18H,10-11H2;1-3,8H,(H,9,10)(H,11,12,13)
InChI Key	WJRNYYWHDHVDCF-UHFFFAOYSA-N
Canonical SMILES	C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl.C1=CC(=C(C=C1S(=O)(=O)O)C(=O)O)O
References	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.