Betaxolol (CED0006501)

Record Information
Version1.0
Creation Date2016-05-22 03:37:55 UTC
Update Date2026-08-20 01:23:47 UTC
Accession NumberCHEM016590
Identification
Common NameBetaxolol
ClassSmall Molecule
Description
Betaxolol is an organic compound with the chemical formula C18H29NO3 and an average molecular weight of 307.43 g/mol. Betaxolol belongs to the tyrosols and derivatives, a subclass of phenols within the organic compounds. This compound acts as an antagonist of the Beta-1 adrenergic receptor (ADRB1) and the Beta-2 adrenergic receptor (ADRB2). The substance is found in or released from 12 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used in beta blocking agents as well as miotics and antiglaucoma preparations. It has been identified in drinking water and water supply. Other recorded sources include electrical and electronic equipment, specifically antennas, electrodes, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. Additionally, it is associated with household cleaning and consumer products, including perfumes within detergents and soaps, tobacco smoke filters, cigar cigarettes, non electric simulated smoking devices, and other smoking requisites. Recorded exposure routes for betaxolol include oral and ophthalmic administration.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-(4-(2-(Cyclopropylmethoxy)ethyl)phenoxy)-3-((1-methylethyl)amino)-2-propanolChEBI
1-(Isopropylamino)-3-[p-(cyclopropylmethoxyethyl)phenoxy]-2-propanolChEBI
BetaxololumChEBI
BetopticHMDB
BetoptimaHMDB
KerloneHMDB
Lorex brand OF betaxolol hydrochlorideHMDB
OxodalHMDB
Synthelabo brand OF betaxolol hydrochlorideHMDB
Betaxolol alconHMDB
Boots brand OF betaxolol hydrochlorideHMDB
Hydrochloride, betaxololHMDB
Synthélabo brand OF betaxolol hydrochlorideHMDB
Alcon brand OF betaxolol hydrochlorideHMDB
Allphar brand OF betaxolol hydrochlorideHMDB
Betaxolol hydrochlorideHMDB
KerlonHMDB
Searle brand OF betaxolol hydrochlorideHMDB
Alcon, betaxololHMDB
Schwarz brand OF betaxolol hydrochlorideHMDB
Chemical FormulaC18H29NO3
Average Molecular Mass307.428 g/mol
Monoisotopic Mass307.215 g/mol
CAS Registry Number63659-18-7
IUPAC Name1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-[(propan-2-yl)amino]propan-2-ol
Traditional Name1-{4-[2-(cyclopropylmethoxy)ethyl]phenoxy}-3-(isopropylamino)propan-2-ol
SMILESCC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1
InChI IdentifierInChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3
InChI KeyNWIUTZDMDHAVTP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassTyrosols and derivatives
Direct ParentTyrosols and derivatives
Alternative Parents
Substituents
  • Tyrosol derivative
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Dialkyl ether
  • Secondary amine
  • Secondary aliphatic amine
  • Ether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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 Solubility0.03 g/LALOGPS
logP3ALOGPS
logP2.54ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)14.09ChemAxon
pKa (Strongest Basic)9.67ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area50.72 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity88.64 m³·mol⁻¹ChemAxon
Polarizability37.05 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0ab9-9650000000-21779d64a7615ec0e9a7Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0ab9-9312000000-df9b051547c498753dc8Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot 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 Spectrumsplash10-0900-0619000000-76032f7e5f2fbe405815Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-287e15a62fc0a0a17cccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1309000000-627420cbd67d8ac1e4adNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-6900000000-e23f35ab4359c86dd966Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-9800000000-0fec1fdb5cce29edc7deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6u-9600000000-35b64bf771f1c210f29dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0900-0619000000-76032f7e5f2fbe405815Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0209000000-891e6fe5f7380d1b7924Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-9800000000-1581f085d3cf2606d273Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-6900000000-e23f35ab4359c86dd966Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-7900000000-8b3da8b26492a31a5738Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-9800000000-0fec1fdb5cce29edc7deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6u-9600000000-35b64bf771f1c210f29dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-9800000000-4b362234f6e0f5887b6bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-05fr-7900000000-9eedd696217b0ff2828cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0009000000-287e15a62fc0a0a17cccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1309000000-627420cbd67d8ac1e4adNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-4619000000-272c3925c0851728b34dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6u-9600000000-f3652f7252879767f20bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a6u-9600000000-40a020009f2c25898e92Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9468000000-e0c4ef86da5c09da058bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-9330000000-7f5e684c54e1c0fb8795Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9100000000-17c55a2f167c8a3bb397Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-4739000000-e28598a9072550f2eacfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-3900000000-c8a3a97284187523ea6fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fu-9500000000-639170036a8559508593Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0aor-1905000000-a765c56b59c7a34b0d3cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-1900000000-e77f8f67dc38b093e79cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01bi-1900000000-9d7ee85587b44b35cf66Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0019000000-8d6c933212b847358b05Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9375000000-55765b7f8388f7442e0eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ab9-9200000000-e59640d2d8ffd8a345b4Not 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
1076.0Log mg/kg[610:1900]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
115Drinking waterDrinking water & water supplyNot Available
293Beta blocking agentsHealthcare, pharmaceuticals & veterinary productsNot Available
398Antiglaucoma preparations and mioticsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot 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
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
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureBeta-1 adrenergic receptorP18090Rattus norvegicusPredicted (SEA)0.155698
Click to view 3D structureBeta-1 adrenergic receptorB0FL73Cavia porcellusPredicted (SEA)0.155698
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)0.233548
Click to view 3D structureBeta-2 adrenergic receptorQ8K4Z4Cavia porcellusPredicted (SEA)0.233548
Beta-2 adrenergic receptor structureClick to view 3D structureBeta-2 adrenergic receptorP07550HumansPredicted (SEA)1.47914
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)16.0369
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)32.6188
Click to view 3D structureBeta-2 adrenergic receptorQ28044Bos taurusPredicted (SEA)0.700643
Click to view 3D structureSigma intracellular receptor 2Q5BJF2HumansPredicted (SEA)14.7914
Click to view 3D structureBeta-1 adrenergic receptorP34971Mus musculusPredicted (SEA)2.41333
Beta-3 adrenergic receptor structureClick to view 3D structureBeta-3 adrenergic receptorP13945HumansPredicted (SEA)13.7793
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)170.879
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)157.956
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)111.324
Click to view 3D structureBeta-2 adrenergic receptorP54833Canis lupus familiarisPredicted (SEA)2.25763
Click to view 3D structure5-hydroxytryptamine receptor 1BP28564Rattus norvegicusPredicted (SEA)46.3203
Click to view 3D structureBeta-2 adrenergic receptorP10608Rattus norvegicusPredicted (SEA)3.11397
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)212.528
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)286.874
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)610.961
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)186.449
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)175.55
Extracellular calcium-sensing receptor structureClick to view 3D structureExtracellular calcium-sensing receptorP41180HumansPredicted (SEA)3.73676
Click to view 3D structureDNA (cytosine-5)-methyltransferase 1P13864Mus musculusPredicted (SEA)2.33548
5-hydroxytryptamine receptor 1B structureClick to view 3D structure5-hydroxytryptamine receptor 1BP28222HumansPredicted (SEA)131.799
Concentrations
Not Available
External Links
DrugBank IDDB00195
HMDB IDHMDB0014341
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBetaxolol
Chemspider ID2279
ChEBI ID3082
PubChem Compound ID2369
Kegg Compound IDC06849
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10891117
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1361581
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=14971904
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15993593
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=1865331
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=2569884
7. Canotilho J, Castro RA: The structure of betaxolol studied by infrared spectroscopy and natural bond orbital theory. Spectrochim Acta A Mol Biomol Spectrosc. 2010 Aug;76(3-4):395-400. doi: 10.1016/j.saa.2010.03.038. Epub 2010 Apr 4.