File:Metronidazole.svg · Wikimedia Commons · See Wikimedia Commons
metronidazole
Sign in to saveAlso known as 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole, 1-(2-hydroxy-1-ethyl)-2-methyl-5-nitroimidazole, 2-methyl-5-nitroimidazole-1-ethanol, 2-methyl-3-(2-hydroxyethyl)-4-nitroimidazole, 2-methyl-1-(2-hydroxyethyl)-5-nitroimidazole, 1-(β-hydroxyethyl)-2-methyl-5-nitroimidazole, 1-(β-ethylol)-2-methyl-5-nitro-3-azapyrrole, 1-(β-oxyethyl)-2-methyl-5-nitroimidazole
Metronidazole, sold under the brand name Flagyl and Metrogyl among others, is an antibiotic and antiprotozoal medication. It is used either alone or with other antibiotics to treat pelvic inflammatory disease, endocarditis, and bacterial vaginosis. It is effective for dracunculiasis, giardiasis, trichomoniasis, and amebiasis. It is an option for a first episode of mild-to-moderate Clostridioides difficile colitis if vancomycin or fidaxomicin is unavailable. Metronidazole is available orally (by mouth), as a cream or gel, and by slow intravenous infusion (injection into a vein).
OverviewAI-generated
Metronidazole is a chemical compound with the formula C₆H₉N₃O₃. Its IUPAC name is 2-(2-methyl-5-nitroimidazol-1-yl)ethanol. The substance has a mass of 171.064 and a weight of 171.15. It features a charge of 0, one hydrogen bond donor, and four hydrogen bond acceptors. The xlogp value is 0, and the topological polar surface area is 83.9.
The defined daily dose for metronidazole is 1.5. A stylized version of the name is written as metroNIDAZOLE. The compound is associated with a PubMed query count of 24901. Additionally, it is referenced by 508 other encyclopedia articles.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 699169263
- Drug.image
- Metronidazole.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 160
- Drug.image2
- Metronidazole 3D 1w3r.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 160
- Drug.tradename
- Flagyl, Metrogyl
- Drug.MedlinePlus
- a689011
- Drug.DailyMedID
- Metronidazole
- Drug.pregnancy_AU
- B2
- Drug.routes_of_administration
- By mouth, topical, rectal, intravenous, vaginal
- Drug.ATC_prefix
- A01
- Drug.ATC_suffix
- AB17
- Drug.ATC_supplemental
- , , , ,
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C6H9N3O3
- Molecular weight
- 171.15 g/mol
- IUPAC name
- 2-(2-methyl-5-nitroimidazol-1-yl)ethanol
- SMILES
- CC1=NC=C(N1CCO)[N+](=O)[O-]
- InChIKey
- VAOCPAMSLUNLGC-UHFFFAOYSA-N
- XLogP
- 0
- Polar surface area
- 83.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
24,901 papers- Metronidazole.The Australian & New Zealand journal of obstetrics & gynaecology · 1987
- Metronidazole.Pediatric clinics of North America · 1983
- Metronidazole.The Johns Hopkins medical journal · 1981
- Metronidazole-An Old Drug for Structure Optimization and Repurposing.Chemistry & biodiversity · 2025
- A review on metronidazole: an old warhorse in antimicrobial chemotherapy.Parasitology · 2019
via PubMed
~19 min read
Encyclopedic overview
29 sectionsContents
- Medical uses
- Bacterial vaginosis
- Trichomoniasis
- Giardiasis
- Dracunculus
- ''C. difficile'' colitis
- ''E. histolytica''
- Preterm births
- Hypoxic radiosensitizer
- Perioral dermatitis
- Adverse effects
- Mutagenesis and carcinogenesis
- Stevens–Johnson syndrome
- Neurotoxicity
- Drug interactions
- Alcohol
- Other drug interactions
- Pregnancy and breastfeeding
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Resistance
- History
- Brand name
- Synthesis
- Research
- Veterinary use
- References
- External links
Metronidazole, sold under the brand name Flagyl and Metrogyl among others, is an antibiotic and antiprotozoal medication. It is used either alone or with other antibiotics to treat pelvic inflammatory disease, endocarditis, and bacterial vaginosis. It is effective for dracunculiasis, giardiasis, trichomoniasis, and amebiasis. It is an option for a first episode of mild-to-moderate Clostridioides difficile colitis if vancomycin or fidaxomicin is unavailable. Metronidazole is available orally (by mouth), as a cream or gel, and by slow intravenous infusion (injection into a vein).
Common side effects include nausea, a metallic taste, loss of appetite, and headaches. Occasionally seizures or allergies to the medication may occur.
Excerpted from Wikipedia’s “metronidazole” article, available under the CC BY-SA 4.0 licence.