Tinidazole

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]

Tinidazole

Clinical data
Trade names	Fasigyn, Simplotan, Tindamax
AHFS/Drugs.com	Monograph
MedlinePlus	a604036
License data	US DailyMed: Tinidazole
Pregnancy category	AU: B3
Routes of administration	By mouth[1]
ATC code	J01XD02 (WHO) G01AF21 (WHO), J01RA11 (WHO), J01RA13 (WHO), J01RA18 (WHO), P01AB02 (WHO), P01AB53 (WHO), QP51AA02 (WHO)
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
IUPAC name 1-(2-ethylsulfonylethyl)-2-methyl-5-nitro-imidazole
CAS Number	19387-91-8 Y
PubChem CID	5479
DrugBank	DB00911 Y
ChemSpider	5279 Y
UNII	033KF7V46H
KEGG	D01426 Y
ChEMBL	ChEMBL1220 Y
NIAID ChemDB	007940
CompTox Dashboard (EPA)	DTXSID4023676
ECHA InfoCard	100.039.089
Chemical and physical data
Formula	C8H13N3O4S
Molar mass	247.27 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCS(=O)(=O)CCN1C(=NC=C1[N+](=O)[O-])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
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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

• Fenticonazole nitrate/lidocaine/tinidazole