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Tinidazole

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Tinidazole
Clinical data
Trade namesTindamax, others
AHFS/Drugs.comMonograph
MedlinePlusa604036
License data
Pregnancy
category
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein binding12%
MetabolismLiver (CYP3A4)
Eliminationhalf-life12–14 hours
ExcretionUrine (20–25%), feces (12%)
Identifiers
  • 1-(2-ethylsulfonylethyl)-2-methyl-5-nitro-imidazole
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
NIAID ChemDB
CompTox Dashboard(EPA)
ECHA InfoCard100.039.089Edit this at Wikidata
Chemical and physical data
FormulaC8H13N3O4S
Molar mass247.27 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 checkY
  • Key:HJLSLZFTEKNLFI-UHFFFAOYSA-N checkY
  (verify)

Tinidazole, sold under the brand nameTindamax among others, is a medication used against infections caused by certainanaerobicbacteria andprotozoa. It was developed in 1972 and is a prominent member of thenitroimidazoleantibiotic class.[2]

Tinidazole is a therapeutic alternative on theWorld Health Organization's List of Essential Medicines.[3]

Medical uses

[edit]

Tinidazole is a narrow spectrum antimicrobial drug used to treat infections caused byHelicobacter pylori,Entamoeba histolytica,Giardia spp. andTrichomonas vaginalis.[4]

Side effects

[edit]

Drinking alcohol while taking tinidazole causes an unpleasantdisulfiram-like reaction, which includes nausea, vomiting, headache, increased blood pressure, flushing, and shortness of breath.[medical citation needed]

Pharmacology

[edit]

Pharmacokinetics

[edit]

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

History

[edit]

Tinidazole was approved for medical treatment in the United States in 2004.[1][5]

See also

[edit]

References

[edit]
  1. ^ab"Tindamax- tinidazole tablet, film coated".DailyMed. 27 December 2021. Retrieved15 September 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 3-527-30673-0.
  3. ^The selection and use of essential medicines, 2025: WHO Model List of Essential Medicines, 24th list. Geneva:World Health Organization. 2025.hdl:10665/382243.
  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.
  5. ^"Drug Approval Package: Tindamax (Tinidazole) NDA #021618, 021681 & 021682".U.S.Food and Drug Administration (FDA). Retrieved15 September 2025.
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