Tioconazole

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Tioconazole
Tioconazole.svg
Systematic (IUPAC) name
(RS)-1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
Clinical data
Trade names Vagistat-1
AHFS/Drugs.com monograph
Legal status
Routes of
administration
Topical
Identifiers
CAS Registry Number 65899-73-2 YesY
ATC code D01AC07 G01AF08
PubChem CID: 5482
DrugBank DB01007 N
ChemSpider 5282 N
UNII S57Y5X1117 N
KEGG D00890 YesY
ChEBI CHEBI:9604 N
ChEMBL CHEMBL1200438 N
Synonyms Thioconazole
Chemical data
Formula C16H13Cl3N2OS
Molecular mass 387.711 g/mol
 N (what is this?)  (verify)

Tioconazole is an antifungal medication of the imidazole class used to treat infections caused by a fungus or yeast. It is marketed under the brand names Trosyd and Gyno-Trosyd (Pfizer). Tioconazole ointments serve to treat women's vaginal yeast infections.[1] They are available in one day doses, as opposed to the 7-day treatments more common in use in the past.

Tioconazole topical (skin) preparations are also available for ringworm, jock itch, athlete's foot, and tinea versicolor or "sun fungus".

Side effects[edit]

Side effects (for the women's formulas) may include temporary burning/irritation of the vaginal area, moderate drowsiness, headache similar to a sinus headache, hives, and upper respiratory infection.[citation needed] These side effects may be only temporary, and do not normally interfere with the patient's comfort enough to outweigh the end result.

Synthesis[edit]

Antimycotic imidazole derivative.

Tiaconazole synthesis:[2]

A displacement reaction between 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol and 2-chloro-3-(chloromethyl)thiophene is performed.

See also[edit]

References[edit]

  1. ^ Tioconazole, Mayo Clinic
  2. ^ G. E. Gymer, BE 841309 ; idem, U.S. Patent 4,062,966 (1976, 1977 both to Pfizer).
  3. ^ Godefroi, E. F.; Heeres, J.; Van Cutsem, J.; Janssen, P. A. J. (1969). "Preparation and antimycotic properties of derivatives of 1-phenethylimidazole". Journal of Medicinal Chemistry 12 (5): 784. doi:10.1021/jm00305a014.