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Merck
CN

M3761

Metronidazole

analytical standard

Synonym(s):

2-Methyl-5-nitroimidazole-1-ethanol

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O3
CAS Number:
Molecular Weight:
171.15
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
207-136-1
Beilstein/REAXYS Number:
611683
MDL number:
Technical Service
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Quality Level

grade

analytical standard

form

crystalline

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

159-161 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria, parasites

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

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

Metronidazole is a nitroimidazole drug, used particularly against infections caused by anaerobic bacteria and protozoa in humans and domestic animals.

Application

The analytical standard can be used as follows:
  • Cyclic voltametric determination of metronidazole at carbon paste electrode (CPE) in three different brands of metronidazole tablets
  • Simultaneous determination of metronidazole, diloxanide, spiramycin, and cliquinol in pharmaceutical dosage forms by reversed-phase high-performance liquid chromatography coupled to photodiode array detector (RP-HPLC-DAD)
  • Development of an electrochemical sensor based on polydopamine/carboxylic multi-walled carbon nano-tubes (MWCNTs-COOH) nanocomposites for the determination of metronidazole
  • Liquid chromatography–ion trap mass spectrometry (LC-MS/MS based analysis of metronidazole in water, sediment, and fish tissue samples
  • Determination of metronidazole using an electrochemical sensor based on multi-walled carbon nanotubes (MWCNTs) and chitosan-nickel complexes (CTS-Ni) in tablets, human urine, and serum samples

Other Notes

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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pictograms

Health hazard

signalword

Danger

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Sonja Löfmark et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 50 Suppl 1, S16-S23 (2010-01-14)
Metronidazole has been used for the treatment of infections for >45 years and is still successfully used for the treatment of trichomoniasis, amoebiasis, and giardiasis. Anaerobic bacterial infections caused by Bacteroides species, fusobacteria, and clostridia respond favorably to metronidazole therapy.
Konstantinos Z Vardakas et al.
International journal of antimicrobial agents, 40(1), 1-8 (2012-03-09)
The objective of this review was to evaluate the frequency of treatment failure and recurrence of Clostridium difficile infection (CDI) following treatment with vancomycin or metronidazole in recently performed studies (last 10 years). Searches in PubMed and Scopus were performed
Natasha Bagdasarian et al.
JAMA, 313(4), 398-408 (2015-01-28)
Since 2000, the incidence and severity of Clostridium difficile infection (CDI) have increased. To review current evidence regarding best practices for the diagnosis and treatment of CDI in adults (age ≥ 18 years). Ovid MEDLINE and Cochrane databases were searched



Global Trade Item Number

SKUGTIN
M3761-5G04061835564248
M3761-100G04061834050520
M3761-25G04061835512744