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
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
biological source
synthetic (organic)
Quality Level
Assay
≥95%
form
powder
mp
157-159 °C
solubility
methanol: 100 mg/mL, clear, colorless to yellow
storage temp.
2-8°C
SMILES string
Cl.Cc1cn[nH]c1
InChI
1S/C4H6N2.ClH/c1-4-2-5-6-3-4;/h2-3H,1H3,(H,5,6);1H
InChI key
PUCXJHNDMYZOHG-UHFFFAOYSA-N
Gene Information
human ... ADH1A(124), ADH1B(125), ADH1C(126)
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
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
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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