Chemistry:Tinidazole

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Short description: Chemical compound
Tinidazole
Tinidazole.svg
Clinical data
Trade namesFasigyn, Simplotan, Tindamax
AHFS/Drugs.comMonograph
MedlinePlusa604036
License data
Pregnancy
category
  • AU: B3
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Protein binding12%
MetabolismLiver (CYP3A4)
Elimination half-life12–14 hours
ExcretionUrine (20–25%), feces (12%)
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
NIAID ChemDB
Chemical and physical data
FormulaC8H13N3O4S
Molar mass247.27 g·mol−1
3D model (JSmol)
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Tinidazole, sold under the brand name Tindamax among others, is a medication 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]

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

Medical 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. "Imidazole and Derivatives.". In Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. 2002. doi:10.1002/14356007.a13_661. ISBN 3527306730. 
  2. World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. 2021. WHO/MHP/HPS/EML/2021.02. 
  3. "Nitroimidazole drugs--action and resistance mechanisms. I. Mechanisms of action". The Journal of Antimicrobial Chemotherapy 31 (1): 9–20. January 1993. doi:10.1093/jac/31.1.9. PMID 8444678.