propranolol   Click here for help

GtoPdb Ligand ID: 564

Synonyms: Bedranol® | Hemangiol® | Inderal® | propranolol hydrochloride
Approved drug
propranolol is an approved drug (FDA (1967), EMA (2014))
Compound class: Synthetic organic
Comment: The approved drug propranolol is a racemic mixtue of (+)-propranolol and (-)-propranolol. We show the non-stereo molecule to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 41.49
Molecular weight 259.16
XLogP 3.03
No. Lipinski's rules broken 0
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Canonical SMILES OC(COc1cccc2c1cccc2)CNC(C)C
Isomeric SMILES OC(COc1cccc2c1cccc2)CNC(C)C
InChI InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
No information available.
Summary of Clinical Use Click here for help
Used in the prevention of migraine in adults. In 2014, the US FDA and EMA approved propranolol (Hemangiol®) as a treatment for infantile hemangioma ( "strawberry" birthmarks).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
β1-adrenoceptor antagonist, which inhibits sympathetic stimulation leading to a reduction in resting heart rate, cardiac output, systolic and diastolic blood pressure and reflex orthostatic hypotension.
In infantile hemangioma propranolol action effectively starves the hemangioma of blood, which ultimately leads to its regression and disappearance.
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