General
Preferred name
FOMEPIZOLE
Synonyms
FOMEPIZOLE HYDROCHLORIDE ()
4-Methylpyrazole hydrochloride ()
4-Methylpyrazole ()
Antizol ()
Antizol-Vet ()
4-methylpyrazole, Antizol, Antizol-Vet ()
NSC-760365 ()
4-MP ()
P&D ID
PD000178
CAS
7554-65-6
56010-88-9
Tags
natural product
drug
available
Approved by
FDA
First approval
1997
Drug Status
approved
vet_approved
Drug indication
Antidote (alcohol dehydrogenase inhibitor)
Athylene glycol or methanol poisoning
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
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 Alcohol dehydrogenase inhibitor (LOPAC library)
Compound Sets
24
Cayman Chemical Bioactives
17851
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
CHEMBL1308
ChEMBL Drugs
CHEMBL1308
Drug Repurposing Hub
DrugBank
DB01213
DrugBank Approved Drugs
DB01213
DrugCentral
1233
DrugCentral Approved Drugs
1233
DrugMAP
DM6VOWQ
DrugMAP Approved Drugs
DM6VOWQ
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101019
Guide to Pharmacology
11705
JUMP-Target 1 Compound Set
3406
LOPAC library
MedChem Express Bioactive Compound Library
HY-B0876
NCATS Inxight Approved Drugs
83LCM6L2BY
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
Fomepizole(Antizol)
TargetMol Bioactive Compound Library
T0765
The Spectrum Collection
External IDs
52
Properties
(calculated by RDKit )
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
ADH1A, ADH1B, ADH1C, AKR1A1, CAT
ADH1C
Cytochrome P450
Dehydrogenase
Pathway
Neuroscience
oxidation-reduction
Metabolic Enzyme/Protease
Indication
poison antidote
Therapeutic Class
Antidotes
Source data