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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:
443-48-1
Peso molecular:
171.15
Beilstein:
611683
Número CE:
207-136-1
Número MDL:
MFCD00009750
Código UNSPSC:
51282808
ID de la sustancia en PubChem:
24896667
NACRES:
NA.76

Línea del producto

BioXtra

Nivel de calidad

200

impurezas

≤0.2% Total Impurities

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.

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Referencia del producto
Descripción
Precios

907197

1,4-Dinitro-1-imidazole

Pictogramas

Health hazard
GHS08

Palabra de señalización

Danger

Frases de peligro

H340,H350,H373

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

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Certificados de análisis (COA)

Lot/Batch Number
0000395559
0000395542
0000393360
0000393349
0000393360

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Fabrizio Palumbo et al.
Cell reports, 32(8), 108054-108054 (2020-08-28)
Operant learning requires multiple cognitive processes, such as learning, prediction of potential outcomes, and decision-making. It is less clear how interactions of these processes lead to the behavioral adaptations that allow animals to cope with a changing environment. We show
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.
Xi Lin et al.
Cell reports, 33(1), 108227-108227 (2020-10-08)
Immune cells in the mucosal barriers of vertebrates are highly heterogeneous in their origin and function. This heterogeneity is further exemplified by the recent discovery of ectoderm-derived immune cells-metaphocytes in zebrafish epidermis. Yet, whether non-hematopoiesis-derived immune cells generally exist in
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
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