Completing data — usually done within a minute
Basic information
- Standard SMILES
CC(CCc1ccccc1)NCC(O)c1ccc(O)c(C(N)=O)c1- InChIKey
SGUAFYQXFOLMHL-UHFFFAOYSA-N- Molecular formula
- C19H24N2O3
- Average molar mass
- 328.412 g/mol
- Monoisotopic mass
- 328.17869263
Names & identifiers
- Preferred name
- Labetalol
- IUPAC
- 2-Hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide
- English name
- Labetalol
- Molecular formula
- C19H24N2O3
- Molecular weight
- 328.41
Names & synonyms
Database identifiers
- CAS
36894-69-6- PubChem CID
- 3869
- DTXSID
DTXSID2023191- ChEMBL
CHEMBL429- ChEBI
CHEBI:6343- UNII
- R5H8897N95
- EC Number
- 253-258-3
- Nikkaji
- J19.703C
Properties
Physicochemical properties
- Melting point
- 188 °C · 188 °C
- Boiling point
- 552.7 · 552.7±50.0 °C(Predicted)
- Density
- 1.2 · 1.200±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 125 mg/mL · DMSO : 125 mg/mL (380.62 mM; Need ultrasonic)
- pka
- 7.41 · pKa 7.41 ± 0.01;9.36± 0.01(H2O,t =25,I=0.15(KCl),Ar)(Approximate)
- form
- Solid
- color
- White to Pale Orange
- Stability
- Hygroscopic
- CAS DataBase Reference
- 36894 · 36894-69-6(CAS DataBase Reference)
- FDA UNII
- 5 H8897N95 · R5H8897N95
- ATC code
- 7 AG01 · C07AG01
- NIST Chemistry Reference
- 2 · Benzamide, 2-hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]-(36894-69-6)
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS09
- Signal word
- Warning
- Hazard statements
- 335 · H335-H411-H315-H361-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P201-P202-P281-P308+P313-P405-P501-P264-P280-P305+P351+P338-P337+P313P
- Hazardous Substances Data
- 36894 · 36894-69-6(Hazardous Substances Data)
- REACH Registrations
- Active
Safety & regulation
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08,GHS09
- Hazard statements
- H335-H411-H315-H361-H319
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P201-P202-P281-P308+P313-P405-P501-P264-P280-P305+P351+P338-P337+P313P
- Hazardous Substances Data
- 36894-69-6(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionLabetalol is an α-adrenergic and α-1 blocking agent which caused contact dermatitis and a contact anaphylactoid reaction during patch testing in a nurse.
UsesLabetalol is used to treat essential hypertension.
UsesAnti-adrenergic (α-receptor); anti-adrenergic (β-receptor).
General DescriptionLabetalol is a phenylethanolamine derivative, is representative of a classof drugs that act as competitive blockers at α1-, β1-, andβ2-receptors. It is a more potent β-blocker than α-blocker.Because it has two asymmetric carbon atoms (1 and 1' ), it existsas a mixture of four isomers. It is this mixture that is usedclinically in treating hypertension. The different isomers,however, possess different α- and β-blocking activities. The -blocking activity resides solely in the (1R,1 'R) isomer,whereas the 1-blocking activity is seen in the (1S,1 R) and(1S,1'S) isomers, with the (1S,1'R) isomer possessing thegreater therapeutic activity.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: A secondary amino compound formally derived from ammonia by replacing two of the hydrogens by 2-(3-carbamoyl-4-hydroxyphenyl)-2-hydroxyethyl and 4-phenylbutan-2-yl groups. It is an adrenergic antagonist used to treat high blood pressure.
Related reactions
Linked notes
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