M1387
4-Methylpyrazole hydrochloride
alcohol dehydrogenase inhibitor
Synonym(s):
Fomepizole
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About This Item
Empirical Formula (Hill Notation):
C4H6N2 · HCl
CAS Number:
Molecular Weight:
118.56
NACRES:
NA.77
PubChem Substance ID:
MDL number:
UNSPSC Code:
12352100
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
human ... ADH1A(124), ADH1B(125), ADH1C(126)
Related Categories
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
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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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
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
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
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
Rachael Racine et al.
Immunology letters, 125(2), 79-85 (2009-06-23)
Much has been learned about the structure, function, and production of IgM, since the antibody's initial characterization. It is widely accepted that IgM provides a first line of defense during microbial infections, prior to the generation of adaptive, high-affinity IgG
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