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Merck

M1547

Sigma-Aldrich

Metronidazole

BioXtra

Sinónimos:

2-Methyl-5-nitroimidazole-1-ethanol

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About This Item

Fórmula empírica (notación de Hill):
C6H9N3O3
Número de CAS:
Peso molecular:
171.15
Beilstein:
611683
Número CE:
Número MDL:
Código UNSPSC:
51282808
ID de la sustancia en PubChem:
NACRES:
NA.76

Línea del producto

BioXtra

impurezas

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

residuo de ign.

≤0.1%

color

white to light yellow

mp

159-161 °C (lit.)

solubilidad

acetic acid: 0.1 M, clear, colorless to yellow

trazas de anión

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

trazas de catión

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%

espectro de actividad antibiótica

Gram-negative bacteria
parasites

Modo de acción

DNA synthesis | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

VAOCPAMSLUNLGC-UHFFFAOYSA-N

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Descripción general

Chemical structure: imidazole

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Producto relacionado

Referencia del producto
Descripción
Precios

Pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

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Tal Frolinger et al.
Scientific reports, 9(1), 3546-3546 (2019-03-07)
Dietary polyphenols promote memory in models of sleep deprivation (SD), stress, and neurodegeneration. The biological properties of dietary polyphenols greatly depend upon the bioavailability of their phenolic metabolites derivatives, which are modulated by gut microbiota. We recently demonstrated that supplementation
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.
D Nyasha Chagwedera et al.
Cell metabolism, 30(2), 364-373 (2019-05-28)
Microbial dysbiosis and inflammation are implicated in diet-induced obesity and insulin resistance. However, it is not known whether crosstalk between immunity and microbiota also regulates metabolic homeostasis in healthy animals. Here, we report that genetic deletion of tuberous sclerosis 1
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
T H I Brummer et al.
BJOG : an international journal of obstetrics and gynaecology, 120(10), 1269-1276 (2013-06-22)
To evaluate cefuroxime and metronidazole antibiotic prophylaxis. Observational nonrandomised 1-year prospective cohort study. Fifty-three hospitals in Finland. A total of 5279 women undergoing hysterectomy for benign indications, with cefuroxime given to 4301 and metronidazole given to 2855. Excluding other antibiotics

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