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M1387

Sigma-Aldrich

4-Methylpyrazole hydrochloride

alcohol dehydrogenase inhibitor

Sinônimo(s):

Fomepizole

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About This Item

Fórmula empírica (Notação de Hill):
C4H6N2 · HCl
Número CAS:
56010-88-9
Peso molecular:
118.56
Número MDL:
MFCD00012707
Código UNSPSC:
12352202
ID de substância PubChem:
24278534
NACRES:
NA.77

fonte biológica

synthetic (organic)

Ensaio

≥95%

forma

powder

pf

157-159  °C

solubilidade

methanol: 100 mg/mL, clear, colorless to yellow

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

Cl.Cc1cn[nH]c1

InChI

1S/C4H6N2.ClH/c1-4-2-5-6-3-4;/h2-3H,1H3,(H,5,6);1H

chave InChI

PUCXJHNDMYZOHG-UHFFFAOYSA-N

Informações sobre genes

human ... ADH1A(124) , ADH1B(125) , ADH1C(126)

Procurando produtos similares? Visita Guia de comparação de produtos

Aplicação

4-Methylpyrazole hydrochloride has been used:
  • as a cytochrome P450 2E1 inhibitor
  • as cytochrome P450 2E1 and alcohol dehydrogenase inhibitor in 1C11 neural progenitor cells
  • to inhibit ethanol oxidation in VL-17A cells expressing alcohol dehydrogenase and HepG2 cells

Useful as an antidote in methanol and ethylene glycol poisoning.

Ações bioquímicas/fisiológicas

4-Methylpyrazole (4MP) inhibits ethanol oxidation in liver microsomes. It also blocks the c-Jun N-terminal kinase (JNK) activation in in vitro liver injury models.
Alcohol dehydrogenase inhibitor

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Irina Bancos et al.
PloS one, 8(2), e56827-e56827 (2013-03-02)
Classical tumor suppressor genes block neoplasia by regulating cell growth and death. A remarkable puzzle is therefore presented by familial paraganglioma (PGL), a neuroendocrine cancer where the tumor suppressor genes encode subunits of succinate dehydrogenase (SDH), an enzyme of the
Katherine J Lepik et al.
Clinical toxicology (Philadelphia, Pa.), 49(5), 391-401 (2011-07-12)
Little is known about medication errors which occur with the antidotes ethanol and fomepizole, used for treatment of methanol and ethylene glycol poisoning. Study objectives were to describe and compare the frequency, type, outcome and underlying causes of medication errors
Kenneth E McMartin et al.
Clinical toxicology (Philadelphia, Pa.), 50(5), 375-383 (2012-05-05)
Fomepizole, a potent inhibitor of alcohol dehydrogenase, has replaced ethanol as antidote for methanol and ethylene glycol intoxications because of a longer duration of action and fewer adverse effects. Prior human studies have indicated that single doses of fomepizole are
Michael Levine et al.
Annals of emergency medicine, 59(6), 527-531 (2012-01-10)
Ethylene glycol remains an important toxic cause of metabolic acidosis and acute renal failure. Traditionally, inhibition of alcohol dehydrogenase along with hemodialysis has been used for treatment. Because of reported long elimination half-life of ethylene glycol during alcohol dehydrogenase inhibition
Paul G Thomes et al.
Autophagy, 9(1), 63-73 (2012-10-24)
Acute and chronic ethanol administration increase autophagic vacuole (i.e., autophagosome; AV) content in liver cells. This enhancement depends on ethanol oxidation. Here, we used parental (nonmetabolizing) and recombinant (ethanol-metabolizing) Hep G2 cells to identify the ethanol metabolite that causes AV
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