Doxazosin (CED0003802)

Record Information
Version1.0
Creation Date2016-05-25 18:21:28 UTC
Update Date2026-08-22 00:35:23 UTC
Accession NumberCHEM022142
Identification
Common NameDoxazosin
ClassSmall Molecule
Description
Doxazosin is an organic compound with the formula C23H25N5O5 and an average molecular weight of 451.48 g/mol. Doxazosin belongs to the piperazines, a subclass of diazinanes within the organic compounds. It is recorded as being found in or released from 36 sources, including healthcare, pharmaceuticals, and veterinary products such as antihypertensives and drugs used in benign prostatic hypertrophy. Other sources include food preservation and fermentation processes for beer, building and construction materials like floors, ceilings, tents or canopies, and household cleaning and consumer products such as tobacco smoke filters, perfumes within detergents and soaps, non electric simulated smoking devices, cigar cigarettes, and other smoking requisites. Additionally, it is associated with electrical and electronic equipment, including antennas, amplifiers, auxiliary devices, cores yokes or armatures, and conductors or conductive bodies characterised by the conductive materials. The recorded exposure route for this compound is oral. Doxazosin acts on six recorded protein targets, serving as an antagonist/inhibitor of the Alpha-1A adrenergic receptor (ADRA1A), the Alpha-1D adrenergic receptor (ADRA1D), the voltage-gated inwardly rectifying potassium channel KCNH2, the voltage-gated inwardly rectifying potassium channel KCNH6, and two other proteins. In terms of health effects, it is used as a treatment for pheochromocytoma (PMC10074227).
Contaminant TypeNot Available
Chemical Structure
SynonymsNot Available
Chemical FormulaC23H25N5O5
Average Molecular Mass451.475 g/mol
Monoisotopic Mass451.186 g/mol
CAS Registry Number74191-85-8
IUPAC Name2-[4-(2,3-dihydro-1,4-benzodioxine-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine
Traditional Namedoxazosin
SMILESCOC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1
InChI IdentifierInChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)
InChI KeyRUZYUOTYCVRMRZ-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 Solubility0.79 g/LALOGPS
logP2.53ALOGPS
logP2.14ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)12.67ChemAxon
pKa (Strongest Basic)7.24ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area112.27 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity121.64 m³·mol⁻¹ChemAxon
Polarizability46.63 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-000i-0792300000-541be6ba12e92be79321Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0010900000-9601aa919c95799ec009Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0kei-0981100000-a9ee3121ba6832366f8eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0970000000-5261f1bc60ceee4364deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0950000000-f649236044e4e2a5de38Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1920000000-86655cc3bb892d757068Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1900000000-88bca2ddf2930fa0c468Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0000900000-449254642300c1324285Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0002900000-3097c8a3403b52610918Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0079100000-06d36a9b7afe6cf0c6e9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000t-1091000000-cbd9b2106818ef5fd2baNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1190000000-a1c84b0c3657d8000e35Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1390000000-e802cb93ca8d6934ee96Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0002900000-4bf3463746e5cedb4582Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0000900000-439134f282b4b9ac6da0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0079100000-e52fef19f2d7df13686fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000t-1091000000-8545cbf9afb97ce44d20Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0950000000-1a542e27420bd69823afNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0970000000-7ca89cc9e15bcae386a0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0010900000-6e481ed6a67e73c1a9e4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0kei-0981100000-11107502bca5d63305ebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1020900000-64c5e9c37f904260cdbdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6x-1387900000-1564571c4e6f2bd22799Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0032-5090000000-29e9f7a134a59719b1e7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0213900000-03663ba73cebf8b1bbb7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0h3i-0494500000-e01cd92097617b53aceaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-059f-4193000000-4a19be62579d7f700895Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0000900000-555dcb92f210f2ee69d5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0004900000-c67f9e36455dbb88dfa5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fxt-1195100000-c21a3aed55ea09e487e8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0000900000-6e14c578c0789eac41c7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004j-0006900000-a1eb4cfa06b2ee54a132Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052k-1442900000-a24cee7a3b275d0a5dc6Not 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
2486.0Log mg/kg[1400:4400]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
pheochromocytomais_treatment_forNot AvailablePMC10074227
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
289AntihypertensivesHealthcare, pharmaceuticals & veterinary productsNot Available
327Drugs used in benign prostatic hypertrophyHealthcare, pharmaceuticals & veterinary productsNot Available
495CeilingsBuilding & ConstructionNot Available
497FloorsBuilding & ConstructionNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
528MicrophonesElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
534Still Video CamerasElectrical & Electronic EquipmentNot Available
535Superconducting Magnets And Superconducting CoilsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
540X Ray TubesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot 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
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
625Racing SportsRecreation & sports surfacesNot Available
627Roulette GamesRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)1.71268
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)0.544945
Click to view 3D structureAlpha-1B adrenergic receptorP35368HumansPredicted (SEA)1.32344
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)0.311397
Click to view 3D structureAlpha-1D adrenergic receptorP23944Rattus norvegicusPredicted (SEA)1.55698
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)1.08989
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)2.25763
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)1.63483
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)5.44945
Click to view 3D structureAlpha-1A adrenergic receptorP18130Bos taurusPredicted (SEA)1.63483
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)27.1694
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)30.6726
Click to view 3D structure5-hydroxytryptamine receptor 2AP14842Rattus norvegicusPredicted (SEA)17.7496
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)61.1895
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)25.9238
Interstitial collagenase structureClick to view 3D structureInterstitial collagenaseP03956HumansPredicted (SEA)28.0257
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansPredicted (SEA)11.2881
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)70.6092
Click to view 3D structureBeta-caseinP02665Rattus norvegicusPredicted (SEA)0.311397
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)116.462
Click to view 3D structureAlpha-1B adrenergic receptorP18841Mesocricetus auratusPredicted (SEA)2.02408
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)76.1365
Click to view 3D structure5-hydroxytryptamine receptor 4O70528Cavia porcellusPredicted (SEA)8.48557
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)54.9616
Click to view 3D structureAlpha-1A adrenergic receptorO02824Oryctolagus cuniculusPredicted (SEA)3.50322
Concentrations
Not Available
External Links
IdentifiersNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available