Metronidazole

• Catalog No.: M1547
• CAS Number: 443-48-1
• M. F.: C6H9N3O3
• M. W.: 171.15396

SYNONYMS

• Title: 甲硝唑
• IUPAC name: 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethan-1-ol
• IUPAC Traditional name: metronidazole
• Synonyms: 2-甲基-5-硝基咪唑-1-乙醇

DATABASE IDS

• Beilstein Number: 611683
• EC Number: 207-136-1
• PubChem SID: 24896667
• CAS Number: 443-48-1
• MDL Number: MFCD00009750

PROPERTIES

• Antion Traces: chloride (Cl-): ≤0.05%
• Antion Traces: sulfate (SO42-): ≤0.05%
• Cation Traces: Al: ≤0.0005%
• Cation Traces: Ca: ≤0.005%
• Cation Traces: Cu: ≤0.0005%
• Cation Traces: Fe: ≤0.0005%
• Cation Traces: K: ≤0.005%
• Cation Traces: Mg: ≤0.0005%
• Cation Traces: Na: ≤0.005%
• Cation Traces: Pb: ≤0.001%
• Cation Traces: Zn: ≤0.0005%
• Ignition Residue: ≤0.1%
• Impurities: ≤0.0005% Phosphorus (P)
• Impurities: ≤0.1% Insoluble matter
• Melting Point: 159-161 °C(lit.)
• Solubility: acetic acid: soluble0.1 M, clear, faintly yellow
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• European Hazard Symbols: Harmful (Xn)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• GHS Precautionary statements: P281
• Risk Statements: 40
• RTECS: NI5600000
• Safety Statements: 36/37
• Storage Temperature: 2-8°C
• German water hazard class: 3

DETAILS

Description (English)

Application
Metronidazole is a nitroimidazole used to treat amebiasis, vaginitis, Trichomonas infections, giardiasis, anaerobic bacteria and treponemal infections. Metronidazole is used to study DNA damage and repair and has been found to induce the gene transfer agent VSH-1 in Brachyspira hyodysenteriae. It is commonly used for treatment of periodontitis and is used in bioavailability studies.
Biochem/physiol Actions
Metronidazole induces DNA strand breaks. Metronidazole is used to study DNA damage and repair and has been found to induce the gene transfer agent VSH-1 in Brachyspira hyodysenteriae.
Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce metronidazole to its active form. Reduced metronidazole covalently binds to DNA which disrupts its helical structure, induces DNA strand breaks and inhibits bacterial nucleic acid synthesis. Bacterial cell death results.