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Merck

M1387

4-Methylpyrazole hydrochloride

alcohol dehydrogenase inhibitor

Synonyme(s) :

Fomepizole

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A propos de cet article

Formule empirique (notation de Hill) :
C4H6N2 · HCl
Numéro CAS:
Poids moléculaire :
118.56
NACRES:
NA.77
PubChem Substance ID:
MDL number:
UNSPSC Code:
12352100
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InChI

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

SMILES string

Cl.Cc1cn[nH]c1

InChI key

PUCXJHNDMYZOHG-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥95%

form

powder

mp

157-159  °C

solubility

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

storage temp.

2-8°C

Quality Level

Gene Information

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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.

Biochem/physiol Actions

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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
Trang T T Nguyen et al.
Critical reviews in immunology, 36(2), 163-177 (2016-12-03)
Most serum immunoglobulin M (IgM) is "natural IgM", which is produced apparently spontaneously by a distinct subset of B cells requiring no exogenous antigenic or microbial stimuli. Natural IgM is an evolutionarily conserved molecule and reacts with a variety of
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

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