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M1547

Sigma-Aldrich

Metronidazole

BioXtra

Sinonimo/i:

2-Methyl-5-nitroimidazole-1-ethanol

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About This Item

Formula empirica (notazione di Hill):
C6H9N3O3
Numero CAS:
443-48-1
Peso molecolare:
171.15
Beilstein:
611683
Numero CE:
207-136-1
Numero MDL:
MFCD00009750
Codice UNSPSC:
51282808
ID PubChem:
24896667
NACRES:
NA.76

Nome Commerciale

BioXtra

Impurezze

≤0.2% Total Impurities

Residuo alla calcinazione

≤0.1%

Colore

white to light yellow

Punto di fusione

159-161 °C (lit.)

Solubilità

acetic acid: 0.1 M, clear, colorless to yellow

Anioni in tracce

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

Cationi in tracce

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%

Spettro attività antibiotica

Gram-negative bacteria
parasites

Modalità d’azione

DNA synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

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
VAOCPAMSLUNLGC-UHFFFAOYSA-N

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Descrizione generale

Chemical structure: imidazole

Applicazioni

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.

Azioni biochim/fisiol

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.

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

907197

1,4-Dinitro-1-imidazole

Pittogrammi

Health hazard
GHS08

Avvertenze

Danger

Indicazioni di pericolo

H340,H350,H373

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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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