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Key Documents

M3761

Supelco

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
Beilstein:
611683
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

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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.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Alison L Huckenpahler et al.
Translational vision science & technology, 9(10), 18-18 (2020-09-29)
To observe and characterize cone degeneration and regeneration in a selective metronidazole-mediated ablation model of ultraviolet-sensitive (UV) cones in zebrafish using in vivo optical coherence tomography (OCT) imaging. Twenty-six sws1:nfsB-mCherry;sws2:eGFP zebrafish were imaged with OCT, treated with metronidazole to selectively
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.
Linwei Li et al.
PLoS genetics, 15(2), e1007996-e1007996 (2019-02-15)
Pharyngeal pouches, a series of outpocketings that bud from the foregut endoderm, are essential to the formation of craniofacial skeleton as well as several important structures like parathyroid and thymus. However, whether pharyngeal pouch progenitors exist in the developing gut
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
Samrah Masud et al.
Autophagy, 15(5), 796-812 (2019-01-25)
Innate immune defense against intracellular pathogens, like Salmonella, relies heavily on the autophagy machinery of the host. This response is studied intensively in epithelial cells, the target of Salmonella during gastrointestinal infections. However, little is known of the role that

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