labetalol   

GtoPdb Ligand ID: 7207

Synonyms: AH-5158A | Normodyne® | SCH-15719W | Trandate®
labetalol is an approved drug (FDA (1984))
Compound class: Synthetic organic
Comment: Marketed formulations may contain labetalol hydrochloride (PubChem CID 71412).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 96.57
Molecular weight 328.18
XLogP 3.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(CCc1ccccc1)NCC(c1ccc(c(c1)C(=N)O)O)O
Isomeric SMILES CC(CCc1ccccc1)NCC(c1ccc(c(c1)C(=N)O)O)O
InChI InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)
InChI Key SGUAFYQXFOLMHL-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Used to treat hypertension.
Mechanism Of Action and Pharmacodynamic Effects
Labetalol anatgonises both α- and β-adrenoceptors in the sympathetic system. This prevents the receptors from processing signals from eondogenous epinephrine and norepinephrine resulting in decreased force of heart contractions and lowered heart rate (antagonism of myocardial β1-adrenoceptors), bronchodilation (α1- and β2-adrenoceptors) and vascular smooth muscle relaxation (α1-adrenoceptors). See the DrugBank link for further details.