General
Preferred name
FOMEPIZOLE
Synonyms
FOMEPIZOLE HYDROCHLORIDE ()
4-Methylpyrazole hydrochloride ()
4-Methylpyrazole ()
Antizol-Vet ()
Antizol ()
Fomepizole (hydrochloride) ()
4-Methylpyrazole (hydrochloride) ()
4-methylpyrazole, Antizol, Antizol-Vet ()
4-MP ()
NSC-760365 ()
Fomepizol ()
P&D ID
PD000178
CAS
7554-65-6
56010-88-9
Tags
available
drug
Approved by
FDA
First approval
1997
Drug indication
Age-related macular degeneration
Athylene glycol or methanol poisoning
Drug Status
vet_approved
approved
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Fomepizole (4-Methylpyrazole) hydrochloride is a potent and orally active cytochrome P450 (CYP2E1) inhibitor. Fomepizole hydrochloride is a competitive inhibitor of the enzyme alcohol dehydrogenase. Fomepizole hydrochloride blocks further conversion of methanol and ethylene glycol to toxic metabolites. Fomepizole hydrochloride has the potential for an antidote for ethylene glycol or methanol poisoning[1][2][3].
PHARMACODYNAMICS
Fomepizole is a competitive inhibitor of alcohol dehydrogenase, the enzyme that catalyzes the initial steps in the metabolism of ethylene glycol and methanol to their toxic metabolites. Ethylene glycol is first metabolized to glycoaldehyde which then undergoes further oxidation to glycolate, glyoxylate, and oxalate. Glycolate and oxalate are primarily responsible for metabolic acidosis and renal damage seen in ethylene glycol toxicity. {01}{03} Methanol is first metabolized to formaldehyde and then undergoes subsequent oxidation via formaldehyde dehydrogenase to become formic acid. It is formic acid that is primarily responsible for the metabolic acidosis and visual disturbances that are associated with methanol poisoning.
METABOLISM
Primarily hepatic. the primary metabolite is 4-carboxypyrazole (approximately 80 to 85% of an administered dose). Minor metabolites include 4-hydroxymethylpyrazole and the N -glucuronide conjugates of 4-carboxypyrazole and 4-hydroxymethylpyrazole.
DESCRIPTION
Fomepizole is an alcohol dehydrogenase inhibitor.
(GtoPdb)
DESCRIPTION
Fomepizole (4-Methylpyrazole) is a potent cytochrome P450 (CYP2E1) inhibitor. Fomepizole is a competitive inhibitor of the enzyme alcohol dehydrogenase. Fomepizole blocks further conversion of methanol and ethylene glycol to toxic metabolites. Fomepizole has the potential for an antidote for ethylene glycol or methanol poisoning[1][2][3].
PRICE
29
DESCRIPTION
Alcohol dehydrogenase inhibitor
(LOPAC library)
DESCRIPTION
Fomepizole is an inhibitor of alcohol dehydrogenase.
(Enamine Bioactive Compounds)
DESCRIPTION
Fomepizole (4-Methylpyrazole) is used as an antidote in confirmed or suspected methanol or ethylene glycol poisoning. Fomepizole(4-Methylpyrazole) is a competitive inhibitor of alcohol dehydrogenase, the enzyme that catalyzes the initial steps in the metabolism of ethylene glycol and methanol to their toxic metabolites.
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
26
Cayman Chemical Bioactives
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
ChEMBL Drugs
CZ-OPENSCREEN Bioactive Library
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
DrugMatrix
Enamine Bioactive Compounds
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
JUMP-Target 1 Compound Set
LOPAC library
NCATS Inxight Approved Drugs
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
58
Molecular Weight
82.05
Hydrogen Bond Acceptors
1
Hydrogen Bond Donors
1
Rotatable Bonds
0
Ring Count
1
Aromatic Ring Count
1
cLogP
0.72
TPSA
28.68
Fraction CSP3
0.25
Chiral centers
0.0
Largest ring
5.0
QED
0.49
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Alcohol Dehydrogenase
MOA
alcohol dehydrogenase inhibitor
Target
Alcohol dehydrogenase class I
ADH
CAT
Cytochrome P450
ADH1A, ADH1B, ADH1C, AKR1A1, CAT
ADH1C
Dehydrogenase
Indication
poison antidote
Pathway
Metabolism
Neuroscience
Metabolic Enzyme/Protease
Therapeutic Class
Antidotes
Source data
