Labetalol

Labetalol
Clinical data
Pronunciation/ləˈbɛtəlɔːl/
Trade namesNormodyne, Trandate, others
Other namesIbidomide; AH-5158; SCH-19927
AHFS/Drugs.comMonograph
MedlinePlusa685034
License data
Pregnancy
category
  • AU: C
Routes of
administration
By mouth, intravenous
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability25% (11–86%)
Protein binding50%
MetabolismMainly conjugation via glucuronidation
MetabolitesGlucuronide conjugates
Elimination half-lifeOral: 6–8 hours
IVTooltip Intravenous infusion: 5.52 hours
Duration of action8–12 hours
ExcretionUrine (55–60% as conjugates or unchanged within 24 hours)
Identifiers
  • (RS)-2-Hydroxy-5-[1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl]benzamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.048.401
Chemical and physical data
FormulaC19H24N2O3
Molar mass328.412 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • c1ccccc1CCC(C)NCC(O)c2ccc(O)c(C(=O)N)c2
  • 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) Y
  • Key:SGUAFYQXFOLMHL-UHFFFAOYSA-N Y
  (verify)

Labetalol is a medication used to treat high blood pressure and in long term management of angina. This includes essential hypertension, hypertensive emergencies, and hypertension of pregnancy. In essential hypertension it is generally less preferred than a number of other blood pressure medications. It can be given by mouth or by injection into a vein.

Common side effects include low blood pressure with standing, dizziness, feeling tired, and nausea. Serious side effects may include low blood pressure, liver problems, heart failure, and bronchospasm. Use appears safe in the latter part of pregnancy and it is not expected to cause problems during breastfeeding. It works by blocking the activation of β- and α-adrenergic receptors.

Labetalol was patented in 1966 and came into medical use in 1977. It is available as a generic medication. In 2022, it was the 215th most commonly prescribed medication in the United States, with more than 1 million prescriptions.