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Labetalol

Catalog No. DB00598 Name DrugBank
CAS Number 36894-69-6 Website http://www.ualberta.ca/
M. F. C19H24N2O3 Telephone (780) 492-3111
M. W. 328.40546 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 480

SYNONYMS

IUPAC name
2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide
IUPAC Traditional name
labetalolum
Brand Name
Trandate
Presdate
Albetol
Ibidomide
Normodyne
Synonyms
Labetolol
Labetalolum [INN-Latin]
Labetalol hydrochloride
Labetalol HCL

DATABASE IDS

PubChem CID 3869
CAS Number 36894-69-6
PubChem SID 46505511

PROPERTIES

Hydrophobicity(logP) 2.7
Solubility 20 mg/ml (HCl salt)

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Blocker of both alpha- and beta-adrenergic receptors that is used as an antihypertensive. [PubChem]
Indication For the management of hypertension (alone or in combination with other classes of antihypertensive agents), as well as chronic stable angina pectoris and sympathetic overactivity syndrome associated with severe tetanus. Labetalol is used parenterally for immediate reduction in blood pressure in severe hypertension or in hypertensive crises when considered an emergency, for the control of blood pressure in patients with pheochromocytoma and pregnant women with preeclampsia, and to produce controlled hypotension during anesthesia to reduce bleeding resulting from surgical procedures.
Pharmacology Labetalol is an selective alpha-1 and non-selective beta adrenergic blocker used to treat high blood pressure. It works by blocking these adrenergic receptors, which slows sinus heart rate, decreases peripheral vascular resistance, and decreases cardiac output. Labetalol has two asymmetric centers and therefore, exists as a molecular complex of two diastereoisomeric pairs. Dilevalol, the R,R' stereoisomer, makes up 25% of racemic labetalol.
Toxicity LD50 = 66 mg/kg (Rat, IV). Side effects or adverse reactions include dizziness when standing up, very low blood pressure, severely slow heartbeat, weakness, diminished sexual function, fatigue
Affected Organisms
Humans and other mammals
Biotransformation Primarily hepatic, undergoes significant first pass metabolism
Absorption Completely absorbed (100%) from the gastrointestinal tract with peak plasma levels occurring 1 to 2 hours after oral administration. The absolute bioavailability of labetalol is increased when administered with food.
Half Life 6-8 hours
Protein Binding 50%
Elimination These metabolites are present in plasma and are excreted in the urine, and via the bile, into the feces.
External Links
Wikipedia
RxList
PDRhealth
Drugs.com

REFERENCES