Acetazolamide (CED0002276)

Record Information
Version1.0
Creation Date2016-05-22 03:36:40 UTC
Update Date2026-08-22 18:11:53 UTC
Accession NumberCHEM016545
Identification
Common NameAcetazolamide
ClassSmall Molecule
Description
Acetazolamide is an organic compound with the formula C4H6N4O3S2 and an average molecular weight of 222.25 g/mol. Acetazolamide belongs to the thiadiazoles, a subclass of azoles within the organic compounds. It is an inhibitor of eight recorded protein targets, including Carbonic anhydrase 1 (CA1), Carbonic anhydrase 2 (CA2), Carbonic anhydrase 14 (CA14), and Aquaporin-1 (AQP1). The compound is used as a treatment for Pseudotumor cerebri (PMC1492602) and glaucoma (PMC10348020). Additionally, it has a therapeutic effect on vomiting (PMC1492602), nausea (PMC1492602), and headache (PMC1492602). Recorded exposure routes for the substance include oral and intravenous administration. Acetazolamide is found in or released from 18 recorded sources. Within healthcare, pharmaceuticals and veterinary products, it is present in miotics and antiglaucoma preparations and gynecologicals. It is also associated with drinking water and water supply, as well as food preservation in food, food processing and cookware. Other sources include building and construction materials such as roofs and sunshades awnings or outside screens. Household cleaning and consumer products include tobacco smoke filters, perfumes within detergents and soaps, non electric simulated smoking devices, cigar cigarettes, and other smoking requisites. Finally, it is found in electrical and electronic equipment, specifically electrodes, relays, magnets, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials.
Contaminant TypeNot Available
Chemical Structure
SynonymsNot Available
Chemical FormulaC4H6N4O3S2
Average Molecular Mass222.245 g/mol
Monoisotopic Mass221.988 g/mol
CAS Registry Number59-66-5
IUPAC NameN-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
Traditional Nameacetazolamide
SMILESCC(=O)NC1=NN=C(S1)S(N)(=O)=O
InChI IdentifierInChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)
InChI KeyBZKPWHYZMXOIDC-UHFFFAOYSA-N
Chemical Taxonomy
ClassificationNot classified
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
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 Solubility2.79 g/LALOGPS
logP-0.39ALOGPS
logP-1ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)6.93ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area115.04 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.36 m³·mol⁻¹ChemAxon
Polarizability19.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00fu-3900000000-d066d2601c8f3d625916Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-9070000000-e2f68ded4939412340f7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9020000000-59775cde1cab229764b9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-1ee1fd41bb44b523dd8eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-de6c64393f3dc86c15b1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-7158c10cba32f3b3896bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-06si-9000000000-32cc006b3850024fd5b7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-0890000000-f407810fc44461e62ecbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0920000000-6dd62d0ae588814e0cf2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-6b6d74d2f34efd5f876aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1900000000-05fedd43edecd53593c2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-5900000000-76456c439130c5477d45Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-9300000000-5ca7214eb79224d3dc21Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9100000000-5c1fd2ab9115264ac80eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-9600000000-0f3f02e34ccd222b9945Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9020000000-4a4eee8592c5e2c479a6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05gi-9050000000-60e5a530176c676d7bb7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053r-9010000000-6b286dca2a293b7acdadNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-1eacda33d690a3ee19ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-3900000000-af42c297c411f1e9dfa6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-3e91f4ccfc6ca1617927Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-0980000000-4dd51ecdf8a666cec4d9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0920000000-aadc56ad4e5223b52401Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-06si-9000000000-4c20d8618ea01cd5cf87Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053r-9000000000-551ee0fdce3cf5c208b0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-0980000000-4cfefc987b7e4bc69cddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0920000000-10c0b4cc97ada4b70bd2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-73add3ad8e92ea44b7e2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-0890000000-06d48a3259d79e492994Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1900000000-53904553f1c97f248614Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-3a0934f0fb0d104d2b6bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-80bae045b01af1f26f48Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-5900000000-71365cb0a1177932e305Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-9070000000-43c125210184f11bebc2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-b844e4263589c5bdcd96Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-bf85fac95f2728a30d84Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00e9-9300000000-ed6fd03d93b616819c2cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-06si-9000000000-0cd25df2d75773864bdcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-b9d984e83e00c2e23943Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01x0-1950000000-c5bb42824cbdfdaae48dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ufr-2890000000-5f098f8e1576ee3ffaa7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fu-7890000000-3e47220ae52b55be57f4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-003r-9400000000-78f160649efa3b627e2cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9300000000-6ecab458fac9db3ee404Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0089-0960000000-1531b0905a2c29449c7fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-a53e9441984ff78e206bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-9300000000-0957ae1f571a30e9ac4dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0089-9260000000-7892506db3aa0c46e0dcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001l-9000000000-032eca8900dab8203ed2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-2ceace0f19f4d1a8ccd7Not AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2116.0Log mg/kg[1200:3800]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
headachehas_therapeutic_effect_onNot AvailablePMC1492602
nauseahas_therapeutic_effect_onNot AvailablePMC1492602
vomitinghas_therapeutic_effect_onNot AvailablePMC1492602
glaucomais_treatment_forNot AvailablePMC10348020
Pseudotumor cerebriis_treatment_forNot AvailablePMC1492602
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
398Antiglaucoma preparations and mioticsHealthcare, pharmaceuticals & veterinary productsNot Available
499RoofsBuilding & ConstructionNot Available
501Sunshades Awnings Or Outside ScreensBuilding & ConstructionNot Available
502Sunshades Awnings Or Outside ScreensBuilding & ConstructionNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
533Sparking PlugsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureCarbonic anhydraseP46510Flaveria bidentisPredicted (SEA)0.0778492
Click to view 3D structureCarbonic anhydrase 7Q9ERQ8Mus musculusPredicted (SEA)0.0778492
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)0.700643
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)1.16774
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)0.934191
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)0.311397
Click to view 3D structureCarbonic anhydrase 4Q95323Bos taurusPredicted (SEA)0.389246
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)0.467095
Click to view 3D structureCarbonic anhydrase 15Q99N23Mus musculusPredicted (SEA)0.311397
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)1.40129
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)0.700643
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)0.467095
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)0.311397
Click to view 3D structureCarbonic anhydrase-related protein 11O75493HumansPredicted (SEA)0.0778492
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)1.16774
Click to view 3D structureCarbonic anhydraseO24855Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)Predicted (SEA)0.311397
Carbonic anhydrase 13 structureClick to view 3D structureCarbonic anhydrase 13Q8N1Q1HumansPredicted (SEA)0.311397
Click to view 3D structureAstrosclerin-3A6YCJ1Astrosclera willeyanaPredicted (SEA)0.311397
Click to view 3D structureCarbonate dehydrataseB2V8E3Sulfurihydrogenibium sp. (strain YO3AOP1)Predicted (SEA)0.233548
Click to view 3D structureCarbonic anhydraseQ6FTL6Candida glabrata CBS 138Predicted (SEA)0.544945
Click to view 3D structureAlpha carbonic anhydraseB5SU02Stylophora pistillataPredicted (SEA)0.233548
Click to view 3D structureCarbonic anhydrase 2Q3I4V7Cryptococcus neoformansPredicted (SEA)0.544945
Click to view 3D structureCarbonic anhydraseP53615Saccharomyces cerevisiae S288cPredicted (SEA)0.155698
Click to view 3D structureCarbonic anhydrase, alpha familyQ31FD6Thiomicrospira crunogenaPredicted (SEA)0.233548
Click to view 3D structureCarbonic anhydrase 2P9WPJ9Mycobacterium tuberculosisPredicted (SEA)0.0778492
Concentrations
Not Available
External Links
IdentifiersNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available