Tioconazole

From Wikipedia, the free encyclopedia

Template:Short description Template:DMCA Template:Cs1 config Template:Short description Page Template:Infobox drug/styles.css has no content.

Page Module:Infobox/styles.css has no content.

Tioconazole
Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found.
Clinical data
Trade namesVagistat-1, 1-Day
Other namesThioconazole
AHFS/Drugs.comMonograph
Routes of
administration
Topical
ATC codePage Template:Plainlist/styles.css has no content.
Legal status
Legal statusPage Template:Plainlist/styles.css has no content.
Identifiers
  • (RS)-1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
CAS NumberPage Template:Plainlist/styles.css has no content.
PubChem CIDPage Template:Plainlist/styles.css has no content.
PubChem SIDPage Template:Plainlist/styles.css has no content.
IUPHAR/BPSPage Template:Plainlist/styles.css has no content.
DrugBankPage Template:Plainlist/styles.css has no content.
ChemSpiderPage Template:Plainlist/styles.css has no content.
UNIIPage Template:Plainlist/styles.css has no content.
KEGGPage Template:Plainlist/styles.css has no content.
ChEBIPage Template:Plainlist/styles.css has no content.
ChEMBLPage Template:Plainlist/styles.css has no content.
NIAID ChemDBPage Template:Plainlist/styles.css has no content.
PDB ligandPage Template:Plainlist/styles.css has no content.
CompTox Dashboard (EPA)Page Template:Plainlist/styles.css has no content.
Chemical and physical data
FormulaC16H13Cl3N2OS
Molar mass387.70 g·mol−1
3D model (JSmol)Page Template:Plainlist/styles.css has no content.
ChiralityRacemic mixture
Data page
Template:Infobox drug/data page link
Page Template:Nobold/styles.css has no content. NcheckY (what is this?)Page Template:Nobold/styles.css has no content.  (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, later Johnson & Johnson and now Kenvue). 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 commonly used in the past.

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

Tioconazole is known to bind to tubulin and inhibit its polymerization.[2]

It was patented in 1975 and approved for medical use in 1982.[3]

Side effects

Side effects of vaginal tioconazole may include temporary burning itching, or irritation of the vagina. Vaginal swelling or redness, difficulty or burning during urination, headache, abdominal pain, and upper respiratory tract infection have been reported by people using tioconazole.[4] These side effects may be only temporary, and do not normally interfere with the patient's comfort enough to outweigh the result.[citation needed]

Synthesis

File:Tiaconazole synthesis.svg
Tiaconazole synthesis

Tioconazole can be synthesized by a displacement reaction between 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol and 2-chloro-3-(chloromethyl)thiophene.[5][6]

References

Page Template:Reflist/styles.css has no content.

  1. ^ Tioconazole, Mayo Clinic
  2. ^ Page Module:Citation/CS1/styles.css has no content.Baksheeva VE, La Rocca R, Allegro D, Derviaux C, Pasquier E, Roche P, et al. (2025). "NanoDSF Screening for Anti-tubulin Agents Uncovers New Structure–Activity Insights". Journal of Medicinal Chemistry. doi:10.1021/acs.jmedchem.5c01008.
  3. ^ Page Module:Citation/CS1/styles.css has no content.Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 503. ISBN 9783527607495.
  4. ^ Page Module:Citation/CS1/styles.css has no content."VAGISTAT-1 Print Label" (PDF). Food and Drug Administration. 6 February 1997. Archived from the original (PDF) on 1 March 2017. Retrieved 25 January 2021.
  5. ^ Page Template:Citation/styles.css has no content.BE 841309, Gymer GE, issued Script error: No such module "auto date formatter"., assigned to Pfizer 
  6. ^ Page Template:Citation/styles.css has no content.US 4062966, Gymer GE, issued Script error: No such module "auto date formatter"., assigned to Pfizer 

Page Module:Side box/styles.css has no content.Page Template:Sister project/styles.css has no content.

Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found. Lua error in package.lua at line 80: module 'Module:Navbox/configuration' not found. Lua error in mw.title.lua at line 404: bad argument #2 to 'title.new' (unrecognized namespace name 'Portal'). Lua error in package.lua at line 80: module 'Module:Authority control/config' not found.