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M1387

Sigma-Aldrich

4-Methylpyrazole hydrochloride

alcohol dehydrogenase inhibitor

Synonyme(s) :

Fomepizole

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About This Item

Formule empirique (notation de Hill):
C4H6N2 · HCl
Numéro CAS:
56010-88-9
Poids moléculaire :
118.56
Numéro MDL:
MFCD00012707
Code UNSPSC :
12352202
ID de substance PubChem :
24278534
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥95%

Forme

powder

Pf

157-159  °C

Solubilité

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

Température de stockage

2-8°C

Chaîne SMILES 

Cl.Cc1cn[nH]c1

InChI

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

Clé InChI

PUCXJHNDMYZOHG-UHFFFAOYSA-N

Informations sur le gène

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

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Application

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.

Actions biochimiques/physiologiques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Raido Paasma et al.
Clinical toxicology (Philadelphia, Pa.), 50(9), 823-831 (2012-09-21)
INTRODUCTION. Thorough prognostic and metabolic studies of methanol poisonings are scarce. Our aims were to evaluate the factors associated with sequelae and death from methanol poisoning, to develop a simple risk-assessment chart to evaluate factors associated with sequelae and death
Graham A Tipples et al.
Journal of clinical virology : the official publication of the Pan American Society for Clinical Virology, 30(3), 233-238 (2004-05-12)
Rubella virus generally causes a mild fever, rash illness similar in clinical presentation to infections by other viruses including measles and parvovirus B19. Rubella infections in pregnant women in the first trimester carry a high risk of congenital rubella syndrome
Mohan S Maddur et al.
Clinical reviews in allergy & immunology, 58(2), 213-228 (2019-06-05)
Natural antibodies (nAbs) are most commonly defined as immunoglobulins present in the absence of pathological conditions or deliberate immunizations. Occurrence of nAbs in germ- and antigen-free mice suggest that their production is driven, at least in part, by self-antigens. Accordingly
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
Chloe C McAlister et al.
Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society, 10(2), 315-319 (2004-02-06)
The mechanism by which a liver transplantation might protect a simultaneous kidney transplant in a crossmatch-positive recipient is unknown. Flow cytometry crossmatch (FCXM) has increased the sensitivity of donor-specific antibody (DSA) detection compared with complement-dependant cytotoxicity (CDC). Here we compare
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