M1547

Metronidazole

BioXtra

• Sinónimos: 2-Methyl-5-nitroimidazole-1-ethanol
• Fórmula empírica (notación de Hill): C₆H₉N₃O₃
• Número de CAS: 443-48-1
• Peso molecular: 171.15
• Beilstein/REAXYS Number: 611683
• EC Number: 207-136-1
• MDL number: MFCD00009750
• UNSPSC Code: 51282808
• PubChem Substance ID: 24896667
• NACRES: NA.76

Propiedades

• product line: BioXtra
• Quality Level: 200
• impurities: ≤0.2% Total Impurities
• ign. residue: ≤0.1%
• color: white to light yellow
• mp: 159-161 °C (lit.)
• solubility: acetic acid: 0.1 M, clear, colorless to yellow
• anion traces: chloride (Cl^-): ≤0.05%; sulfate (SO₄^2-): ≤0.05%
• cation traces: Al: ≤0.0005%; Ca: ≤0.005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.0005%; Na: ≤0.01%; Pb: ≤0.001%; Zn: ≤0.0005%
• antibiotic activity spectrum: Gram-negative bacteria; parasites
• mode of action: DNA synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: CC1=NC=C([N+]([O-])=O)N1CCO
• InChI: 1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3
• InChI key: VAOCPAMSLUNLGC-UHFFFAOYSA-N

Descripción

General description

Chemical structure: imidazole

Application

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 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.

Información de seguridad

• pictograms: GHS08
• signalword: Danger
• hcodes: H340,H350,H373
• pcodes: P202 - P260 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 1B - Muta. 1B - STOT RE 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves