Tinidazole

Tinidazole is a drug used against protozoan infections. It is widely known throughout Europe and the developing world as a treatment for a variety of anaerobic amoebic and bacterial infections. It was developed in 1972 and is a prominent member of the nitroimidazole antibiotic class.[1]

Tinidazole
Clinical data
Trade namesFasigyn, Simplotan, Tindamax
AHFS/Drugs.comMonograph
MedlinePlusa604036
License data
Pregnancy
category
  • AU: B3
Routes of
administration		Oral
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Protein binding12%
MetabolismHepatic (CYP3A4)
Elimination half-life12–14 hours
ExcretionUrine (20–25%), faeces (12%)
Identifiers
IUPAC name
  • 1-(2-ethylsulfonylethyl)-2-methyl-5-nitro-imidazole
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
NIAID ChemDB
CompTox Dashboard (EPA)
ECHA InfoCard100.039.089
Chemical and physical data
FormulaC8H13N3O4S
Molar mass247.27 g·mol−1
3D model (JSmol)
SMILES
  • [O-][N+](=O)c1cnc(n1CCS(=O)(=O)CC)C
InChI
  • InChI=1S/C8H13N3O4S/c1-3-16(14,15)5-4-10-7(2)9-6-8(10)11(12)13/h6H,3-5H2,1-2H3 Y
  • Key:HJLSLZFTEKNLFI-UHFFFAOYSA-N Y
  (verify)

It is on the World Health Organization's List of Essential Medicines.[2]

Tinidazole is marketed by Mission Pharmacal under the brand name Tindamax, by Pfizer under the names Fasigyn and Simplotan, and in some Asian countries as Sporinex.

Uses

Tinidazole may be a therapeutic alternative in the setting of metronidazole intolerance. Tinidazole is used to treat Helicobacter pylori, Amoebic dysentery, Giardia and Trichomonas vaginalis.[3]

Side effects

Drinking alcohol while taking tinidazole causes an unpleasant disulfiram-like reaction, which includes nausea, vomiting, headache, increased blood pressure, flushing, and shortness of breath.

Half-life

Elimination half-life is 13.2 ± 1.4 hours. Plasma half-life is 12 to 14 hours.

References
  1. Ebel K, Koehler H, Gamer AO, Jäckh R (2002). "Imidazole and Derivatives.". In Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a13_661. ISBN 3527306730.
  2. World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  3. Edwards DI (January 1993). "Nitroimidazole drugs--action and resistance mechanisms. I. Mechanisms of action". The Journal of Antimicrobial Chemotherapy. 31 (1): 9–20. doi:10.1093/jac/31.1.9. PMID 8444678.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.