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M1547

Metronidazole

BioXtra

Sinónimos:

2-Methyl-5-nitroimidazole-1-ethanol

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

BioXtra

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 (SO42-): ≤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

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.

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pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 1B - Muta. 1B - STOT RE 2

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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