Tioconazole

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, now Johnson & Johnson). 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
Clinical data
Trade namesVagistat-1
Other namesThioconazole
AHFS/Drugs.comMonograph
Routes of
administration		Topical
ATC code
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.059.958
Chemical and physical data
FormulaC16H13Cl3N2OS
Molar mass387.711 g/mol g·mol−1
ChiralityRacemic mixture
 NY (what is this?)  (verify)

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

It was patented in 1975 and approved for medical use in 1982.[2]

Side effects

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. These side effects may be only temporary, and do not normally interfere with the patient's comfort enough to outweigh the end result.

Synthesis

Antimycotic imidazole derivative.

Tiaconazole synthesis:[3]

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

References
  1. Tioconazole, Mayo Clinic
  2. Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 503. ISBN 9783527607495.
  3. G. E. Gymer, BE 841309; idem, U.S. Patent 4,062,966 (1976, 1977 both to Pfizer).
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