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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
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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 |
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. |
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