Levobunolol hydrochloride (CHEM016336)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:28:01 UTC
Update Date2016-11-09 01:15:22 UTC
Accession NumberCHEM016336
Identification
Common NameLevobunolol hydrochloride
ClassSmall Molecule
DescriptionA hydrochloride obtained by combining equimolar amounts of levobunolol and hydrochloric acid. A non-selective beta-adrenergic antagonist used for treatment of glaucoma.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(-)-3,4-Dihydro-5-(3-(tert-butylamino)-2-hydroxypropoxy)-1(2H)-naphthalenone hydrochlorideChEBI
(-)-5-(3-(Tert-butylamino)-2-hydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone hydrochlorideChEBI
(2S)-N-(Tert-butyl)-2-hydroxy-3-[(5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]propan-1-aminium chlorideChEBI
BetaganChEBI
Levobunolol HCLChEBI
Levobunolol monohydrochlorideChEBI
Novo-levobunololMeSH
Apo levobunololMeSH
Apo-levobunololMeSH
ApoLevobunololMeSH
LevobunololMeSH
VistaganMeSH
UltracortenolMeSH
Ratio-levobunololMeSH
Novo levobunololMeSH
PMS-LevobunololMeSH
AKBetaMeSH
PMS LevobunololMeSH
PMSLevobunololMeSH
Ratio levobunololMeSH
NovoLevobunololMeSH
Allergan brand OF levobunolol hydrochlorideMeSH
Ciba vision brand OF levobunolol hydrochlorideMeSH
Novopharm brand OF levobunolol hydrochlorideMeSH
Ratiopharm brand OF levobunolol hydrochlorideMeSH
Apotex brand OF levobunolol hydrochlorideMeSH
Akorn brand OF levobunolol hydrochlorideMeSH
Pharm allergan brand OF levobunolol hydrochlorideMeSH
Pharm-allergan brand OF levobunolol hydrochlorideMeSH
Pharmascience brand OF levobunolol hydrochlorideMeSH
Levobunolol hydrochlorideMeSH
Chemical FormulaC17H26ClNO3
Average Molecular Mass327.846 g/mol
Monoisotopic Mass327.160 g/mol
CAS Registry Number27912-14-7
IUPAC Name5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalen-1-one hydrochloride
Traditional Nameakβ hydrochloride
SMILESCl.[H][C@](O)(CNC(C)(C)C)COC1=CC=CC2=C1CCCC2=O
InChI IdentifierInChI=1S/C17H25NO3.ClH/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20;/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3;1H/t12-;/m0./s1
InChI KeyDNTDOBSIBZKFCP-YDALLXLXSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.
KingdomOrganic compounds
Super ClassBenzenoids
ClassTetralins
Sub ClassNot Available
Direct ParentTetralins
Alternative Parents
Substituents
  • Tetralin
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • 1,2-aminoalcohol
  • Ketone
  • Secondary alcohol
  • Secondary aliphatic amine
  • Ether
  • Secondary amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Alcohol
  • Organic nitrogen compound
  • Amine
  • Organic zwitterion
  • Organic chloride salt
  • Organic salt
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP2.06ALOGPS
logP2.18ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)14.09ChemAxon
pKa (Strongest Basic)9.66ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity83.28 m³·mol⁻¹ChemAxon
Polarizability33.08 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-000b-2910000000-46a1e94d122d95727d9aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-000b-2910000000-46a1e94d122d95727d9aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0009000000-9d9617b8cc871fd4e8a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0009000000-9d9617b8cc871fd4e8a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0009000000-9d9617b8cc871fd4e8a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-bc7e18785d84c849debcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0009000000-bc7e18785d84c849debcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0009000000-bc7e18785d84c849debcSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000251
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkLevobunolol
Chemspider IDNot Available
ChEBI ID6439
PubChem Compound ID441415
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10782624
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12002664
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1346539
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=14576520
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=1481323
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=1486629
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=1565455
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=17760336
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=18608798
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=2628505
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=2663750
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=2895783
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=3058836
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=3246571
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=3282501
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=3291837
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=3293726
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=3883971
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=7898865
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=9088734
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=9373479
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=9916610