Tinidazole

Last updated
Tinidazole
Tinidazole.svg
Tinidazole ball-and-stick model from xtal 2020.png
Clinical data
Trade names Fasigyn, Simplotan, Tindamax
AHFS/Drugs.com Monograph
MedlinePlus a604036
License data
Pregnancy
category
  • AU:B3
Routes of
administration 		By mouth [1]
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Protein binding 12%
Metabolism Liver (CYP3A4)
Elimination half-life 12–14 hours
Excretion Urine (20–25%), feces (12%)
Identifiers
  • 1-(2-ethylsulfonylethyl)-2-methyl-5-nitro-imidazole
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
NIAID ChemDB
CompTox Dashboard (EPA)
ECHA InfoCard 100.039.089 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C8H13N3O4S
Molar mass 247.27 g·mol−1
3D model (JSmol)
  • CCS(=O)(=O)CCN1C(=NC=C1[N+](=O)[O-])C
  • 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 Yes check.svgY
  • Key:HJLSLZFTEKNLFI-UHFFFAOYSA-N Yes check.svgY
   (verify)

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. [2]

Contents

It is on the World Health Organization's List of Essential Medicines. [3]

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 . [4]

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.[ medical citation needed ]

Pharmacology

Pharmacokinetics

Elimination half-life is 13.2 ± 1.4 hours. Plasma half-life is 12 to 14 hours.[ medical citation needed ]

History

Tinidazole was approved for treatment of bacterial vaginosis in the United States in 2007. [1]

See also

References

  1. 1 2 "Tinidazole". AdisInsight. 2 October 2021. Retrieved 26 February 2025.
  2. ↑ 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.
  3. ↑ 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.
  4. ↑ 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.
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