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34007

Supelco

Metronidazole-OH

VETRANAL®, analytical standard

Synonym(s):

1-(2-Hydroxyethyl)-2-hydroxymethyl-5-nitroimidazole, Hydroxymetronidazole, MNZOH

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O4
CAS Number:
Molecular Weight:
187.15
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

OCCn1c(CO)ncc1[N+]([O-])=O

InChI

1S/C6H9N3O4/c10-2-1-8-5(4-11)7-3-6(8)9(12)13/h3,10-11H,1-2,4H2

InChI key

AEHPOYAOLCAMIU-UHFFFAOYSA-N

General description

Metronidazole-OH is a genotoxic, carcinogenic and mutagenic drug, belonging to the class of nitroimidazoles, used as a broad spectrum veterinary drug for the treatment and prevention of certain bacterial and protozoal diseases in farm animals.

Application

Metronidazole-OH may be used as a reference standard for the determination of the antibiotic, metronidazole-OH in water samples and meat matrices using ultra-high-performance liquid chromatography coupled to quadrupole-linear ion trap tandem mass spectrometry (UPLC-Qtrap-MS/MS) and ultra-performance liquid chromatography (UPLC) coupled to time of flight mass spectrometry (TOF).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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C M Da Silva et al.
Alimentary pharmacology & therapeutics, 13(10), 1335-1341 (1999-10-30)
To evaluate the usefulness of plasma hydroxy-metronidazole/metronidazole (OH-MET/MET) ratios as a dynamic liver function test in ethanol abusers with or without liver cirrhosis. Metronidazole was administered intravenously for 20 min to healthy volunteers, and to patients with alcohol-induced, non-cirrhotic hepatopathy
S L Pendland et al.
Antimicrobial agents and chemotherapy, 38(9), 2106-2110 (1994-09-01)
Metronidazole is metabolized to two major oxidative products: an acid metabolite and a hydroxy metabolite. While the activity of the acid metabolite is negligible, the activity of the hydroxy metabolite is approximately 65% of the activity of the parent drug.
R P Bolton et al.
Gut, 27(10), 1169-1172 (1986-10-01)
Faecal metronidazole and hydroxymetronidazole concentrations measured by high pressure liquid chromatography are reported during 10 episodes of Clostridium difficile colitis in nine patients. Bactericidal faecal concentrations were present in all patients with acute disease receiving oral or intravenous metronidazole, and
Fast and comprehensive multi-residue analysis of a broad range of human and veterinary pharmaceuticals and some of their metabolites in surface and treated waters by ultra-high-performance liquid chromatography coupled to quadrupole-linear ion trap tandem mass spectrometry.
Gros M, et al.
Journal of Chromatography A, 1248(6), 104-121 (2012)
M N Muscará et al.
British journal of clinical pharmacology, 40(5), 477-480 (1995-11-01)
Metronidazole pharmacokinetics were studied in patients with different degrees of liver cirrhosis, classified according to the Child-Pugh algorithm (A, B or C, as liver disease severity increases) and in schistosomic patients. Metronidazole (500 mg) was administered i.v. as a slow

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