Fomepizole (CED0009303)

Record Information
Version1.0
Creation Date2016-05-25 18:26:00 UTC
Update Date2026-08-22 17:58:52 UTC
SynCED IDCED0009303
Secondary Accession Numbers
  • CHEM022261
Identification
Common NameFomepizole
ClassSmall Molecule
Description
Fomepizole is an organic compound with the formula C4H6N2 and an average molecular weight of 82.10 g/mol. Fomepizole belongs to the pyrazoles, a subclass of azoles within the organic compounds. It is classified under the superclass of organoheterocyclic compounds. The compound is found in or released from 18 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it appears in unclassified therapeutic products. In the category of food, food processing, and cookware, it is associated with food preservation, the preparation of wine or sparkling wine, and fermentation processes for beer. Among household cleaning and consumer products, it is found in bleaching agents, cigar cigarettes, non-electric simulated smoking devices, other smoking requisites, and perfumes within detergents and soaps. Additionally, it is released from electrical and electronic equipment, including amplifiers, conductors or conductive bodies characterised by the conductive materials, electrically stimulated smoking devices, electrodes, and hybrid capacitors. The recorded exposure route for this compound is intravenous. Fomepizole acts on four recorded protein targets. It serves as an inhibitor of alcohol dehydrogenase 1A (ADH1A), alcohol dehydrogenase 1C (ADH1C), and all-trans-retinol dehydrogenase [NAD(+)] ADH1B. It also targets catalase (CAT).
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
4-MethylpyrazolChEBI
4-MethylpyrazoleChEBI
AntizolChEBI
FomepizolChEBI
FomepizolumChEBI
4-Methylpyrazole monohydrochlorideHMDB
4 MethylpyrazoleHMDB
4 Methylpyrazole monohydrochlorideHMDB
Chemical FormulaC4H6N2
Average Molecular Mass82.104 g/mol
Monoisotopic Mass82.053 g/mol
CAS Registry Number7554-65-6
IUPAC Name4-methyl-1H-pyrazole
Traditional Namefomepizole
SMILESCC1=CNN=C1
InChI IdentifierInChI=1S/C4H6N2/c1-4-2-5-6-3-4/h2-3H,1H3,(H,5,6)
InChI KeyRIKMMFOAQPJVMX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrazoles. Pyrazoles are compounds containing a pyrazole ring, which is a five-member aromatic ring with two nitrogen atoms (at positions 1 and 2) and three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassPyrazoles
Direct ParentPyrazoles
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Pyrazole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility559 g/LALOGPS
logP0.41ALOGPS
logP0.79ChemAxon
logS0.83ALOGPS
pKa (Strongest Acidic)15.82ChemAxon
pKa (Strongest Basic)2.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.68 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity24.79 m³·mol⁻¹ChemAxon
Polarizability8.58 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-001i-9000000000-b35d3e8671e7a8922942Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-a316743b875614673db9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-42791f260f9285d6f780Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-569b1673c9ab233c4013Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-015c-9000000000-5ae86e9abf74bac03fbaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9000000000-41e338b06d239025c0e7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9000000000-1d562baa9f5c93b7e0a8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pb9-9000000000-c2f7f054abd075869438Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-9000000000-1a3a3e1f7403f01f7b49Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9000000000-0397be4ae693384bf883Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-9000000000-a9d0bdbc2b563c58af90Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ue9-9000000000-e58185108e313fdf109eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9000000000-e915842469b9abe9d2afNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052r-9000000000-c6f49a9015cbb0de8286Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9000000000-966f7a70f99f03945c2dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9000000000-5fba3d16c726bdbb206aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9000000000-20eaadb94506d03b550dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-9000000000-0073bd384ec724d49694Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
571.0 Log mg/kg [320:1000]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
altered mental statusNot AvailableNot AvailableNot AvailablePMC1492602
Abnormality of mitochondrial metabolismHas Therapeutic Effect OnNot AvailableNot AvailablePMC9454765
PoisoningNot AvailableNot AvailableNot AvailablePMC4747242 , PMC6405328
methanol poisoningNot AvailableNot AvailableNot AvailablePMC12331187
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000409Unclassified therapeutic products?Unclassified therapeutic products encompass a range of substances used in medical and veterinary contexts that have not undergone formal classification processes.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000505Amplifiers?Amplifiers, commonly used in various electronic devices to enhance signal strength, can be a source of synthetic chemical contamination due to the materials and processes involved in their production and disposal.Electrical & Electronic EquipmentPubChem
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000524Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.Electrical & Electronic EquipmentPubChem
CEDs000527Magnets?Magnets, commonly used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials used in their production.Electrical & Electronic EquipmentPubChem
CEDs000530Radio Transmission Systems?Radio transmission systems utilize a variety of synthetic chemicals in their manufacturing and maintenance processes.Electrical & Electronic EquipmentPubChem
CEDs000531Relays?Relays are electromechanical switches used to control circuits and manage electrical loads.Electrical & Electronic EquipmentPubChem
CEDs000544Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.Food, food processing & cookwarePubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000549Preparation Of Wine Or Sparkling Wine?The preparation of wine or sparkling wine involves various stages, including fermentation, aging, and bottling, which can introduce potential sources of synthetic chemical contamination.Food, food processing & cookwarePubChem
CEDs000555Bleaching Agents?Bleaching agents are chemical substances used to whiten or lighten materials, often employed in various cleaning products for their stain removal and disinfecting properties.Household cleaning & consumer productsPubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsPubChem
CEDs000560Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.Household cleaning & consumer productsPubChem
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000602Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.Agriculture & land managementPubChem
CEDs000603Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.Agriculture & land managementPubChem
CEDs000605Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000678Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.Agriculture & land managementPubChem
CEDs000679Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.Agriculture & land managementPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000739Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.Paper, pulp & fiber productsPubChem
CEDs000741Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.Paper, pulp & fiber productsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
Pathways
1 pathwayPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Alcohol dehydrogenase structureClick to view 3D structureAlcohol dehydrogenaseP42328Geobacillus stearothermophilusKnownNot Available
Cytochrome P450 2E1 structureClick to view 3D structureCytochrome P450 2E1P05181HumansKnownNot Available
Porphobilinogen deaminase structureClick to view 3D structurePorphobilinogen deaminaseP08397HumansPredicted (SEA)
Prediction Confidence Score
0.304
Applicability Domain
0.304
Statistical Significance
1.00e-05
Supporting Reference Compounds
1
E-value
0.0778492
RAC-alpha serine/threonine-protein kinase structureClick to view 3D structureRAC-alpha serine/threonine-protein kinaseP31749HumansPredicted (SEA)
Prediction Confidence Score
0.227
Applicability Domain
0.268 Low confidence
Statistical Significance
0.5542
Supporting Reference Compounds
797
E-value
4314.72
Rho-associated protein kinase 1 structureClick to view 3D structureRho-associated protein kinase 1Q13464HumansPredicted (SEA)
Prediction Confidence Score
0.221
Applicability Domain
0.244 Low confidence
Statistical Significance
0.6269
Supporting Reference Compounds
834
E-value
4880.06
Rho-associated protein kinase 2 structureClick to view 3D structureRho-associated protein kinase 2O75116HumansPredicted (SEA)
Prediction Confidence Score
0.22
Applicability Domain
0.244 Low confidence
Statistical Significance
0.6391
Supporting Reference Compounds
811
E-value
4975.58
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)
Prediction Confidence Score
0.216
Applicability Domain
0.244 Low confidence
Statistical Significance
0.8805
Supporting Reference Compounds
1538
E-value
6854.86
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)
Prediction Confidence Score
0.215
Applicability Domain
0.244 Low confidence
Statistical Significance
0.7891
Supporting Reference Compounds
1660
E-value
6142.77
Cyclin-dependent kinase 2 structureClick to view 3D structureCyclin-dependent kinase 2P24941HumansPredicted (SEA)
Prediction Confidence Score
0.21
Applicability Domain
0.216 Low confidence
Statistical Significance
0.7683
Supporting Reference Compounds
1029
E-value
5981.0
Tyrosine-protein kinase JAK2 structureClick to view 3D structureTyrosine-protein kinase JAK2O60674HumansPredicted (SEA)
Prediction Confidence Score
0.208
Applicability Domain
0.22 Low confidence
Statistical Significance
0.8018
Supporting Reference Compounds
1022
E-value
6242.03
Serine/threonine-protein kinase Chk1 structureClick to view 3D structureSerine/threonine-protein kinase Chk1O14757HumansPredicted (SEA)
Prediction Confidence Score
0.208
Applicability Domain
0.217 Low confidence
Statistical Significance
0.7645
Supporting Reference Compounds
807
E-value
5951.34
cAMP-dependent protein kinase catalytic subunit alpha structureClick to view 3D structurecAMP-dependent protein kinase catalytic subunit alphaP17612HumansPredicted (SEA)
Prediction Confidence Score
0.208
Applicability Domain
0.244 Low confidence
Statistical Significance
0.7425
Supporting Reference Compounds
735
E-value
5780.38
Dual specificity protein kinase CLK2 structureClick to view 3D structureDual specificity protein kinase CLK2P49760HumansPredicted (SEA)
Prediction Confidence Score
0.207
Applicability Domain
0.234 Low confidence
Statistical Significance
0.7487
Supporting Reference Compounds
727
E-value
5828.42
Dual specificity protein kinase CLK4 structureClick to view 3D structureDual specificity protein kinase CLK4Q9HAZ1HumansPredicted (SEA)
Prediction Confidence Score
0.207
Applicability Domain
0.234 Low confidence
Statistical Significance
0.7461
Supporting Reference Compounds
742
E-value
5808.72
Dual specificity tyrosine-phosphorylation-regulated kinase 2 structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 2Q92630HumansPredicted (SEA)
Prediction Confidence Score
0.207
Applicability Domain
0.234 Low confidence
Statistical Significance
0.4167
Supporting Reference Compounds
196
E-value
3243.67
Aurora kinase A structureClick to view 3D structureAurora kinase AO14965HumansPredicted (SEA)
Prediction Confidence Score
0.206
Applicability Domain
0.214 Low confidence
Statistical Significance
0.7942
Supporting Reference Compounds
996
E-value
6182.94
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)
Prediction Confidence Score
0.205
Applicability Domain
0.244 Low confidence
Statistical Significance
0.9153
Supporting Reference Compounds
1245
E-value
7125.77
Aurora kinase B structureClick to view 3D structureAurora kinase BQ96GD4HumansPredicted (SEA)
Prediction Confidence Score
0.205
Applicability Domain
0.214 Low confidence
Statistical Significance
0.8166
Supporting Reference Compounds
1017
E-value
6357.01
Homeodomain-interacting protein kinase 2 structureClick to view 3D structureHomeodomain-interacting protein kinase 2Q9H2X6HumansPredicted (SEA)
Prediction Confidence Score
0.205
Applicability Domain
0.234 Low confidence
Statistical Significance
0.6937
Supporting Reference Compounds
505
E-value
5400.63
Click to view 3D structureSerine/threonine-protein kinase MRCK alphaQ5VT25HumansPredicted (SEA)
Prediction Confidence Score
0.204
Applicability Domain
0.214 Low confidence
Statistical Significance
0.7335
Supporting Reference Compounds
572
E-value
5710.08
Serine/threonine-protein kinase Chk2 structureClick to view 3D structureSerine/threonine-protein kinase Chk2O96017HumansPredicted (SEA)
Prediction Confidence Score
0.202
Applicability Domain
0.217 Low confidence
Statistical Significance
0.7337
Supporting Reference Compounds
537
E-value
5712.03
Cytochrome P450 2C19 structureClick to view 3D structureCytochrome P450 2C19P33261HumansPredicted (SEA)
Prediction Confidence Score
0.201
Applicability Domain
0.244 Low confidence
Statistical Significance
0.8976
Supporting Reference Compounds
825
E-value
6988.06
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)
Prediction Confidence Score
0.2
Applicability Domain
0.244 Low confidence
Statistical Significance
0.9214
Supporting Reference Compounds
1130
E-value
7173.26
Ribosomal protein S6 kinase alpha-3 structureClick to view 3D structureRibosomal protein S6 kinase alpha-3P51812HumansPredicted (SEA)
Prediction Confidence Score
0.2
Applicability Domain
0.214 Low confidence
Statistical Significance
0.8189
Supporting Reference Compounds
733
E-value
6375.15
Click to view 3D structureHomeodomain-interacting protein kinase 1Q86Z02HumansPredicted (SEA)
Prediction Confidence Score
0.2
Applicability Domain
0.234 Low confidence
Statistical Significance
0.3838
Supporting Reference Compounds
105
E-value
2988.09
Methionine aminopeptidase 2 structureClick to view 3D structureMethionine aminopeptidase 2P50579HumansPredicted (SEA)
Prediction Confidence Score
0.198
Applicability Domain
0.3
Statistical Significance
0.0197
Supporting Reference Compounds
26
E-value
153.129
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)
Prediction Confidence Score
0.198
Applicability Domain
0.213 Low confidence
Statistical Significance
0.891
Supporting Reference Compounds
1157
E-value
6936.68
Concentrations
Not Available
External Links
DrugBank IDDB01213
HMDB IDHMDB0015344
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB ID4PZ
Wikipedia LinkFomepizole
Chemspider ID3289
ChEBI ID5141
PubChem Compound ID3406
Kegg Compound IDC07837
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available