File:Propranolol_structure.svg · Wikimedia Commons · See Wikimedia Commons
propranolol
Sign in to saveAlso known as propranolol hydrochloride, Propanolol, 1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol, beta-Propranolol, 1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol, Propanalol, Euprovasin, [2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine
Propranolol is a medication of the beta blocker class. It is used to treat high blood pressure, some types of irregular heart rate, thyrotoxicosis, capillary hemangiomas, akathisia, performance anxiety, and essential tremors, as well as to prevent migraine headaches, and to prevent further heart problems in those with angina or previous heart attacks. It can be taken orally, rectally, or by intravenous injection. The formulation that is taken orally comes in short-acting and long-acting versions. Propranolol appears in the blood after 30 minutes and has a maximum effect between 60 and 90 minut
OverviewAI-generated
Propranolol is a chemical compound with the formula C₁₆H₂₁NO₂. Its IUPAC name is 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol. The substance has a mass of 259.157229 and a weight of 259.34. It possesses a charge of 0, an xlogp of 3, and a topological polar surface area of 41.5.
The molecule contains two hydrogen bond donors and three hydrogen bond acceptors. Its canonical SMILES representation is CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O. In scientific literature, propranolol is the subject of 47,785 PubMed entries. Additionally, the compound is referenced by 2,352 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.image
- Propranolol.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Propranolol-from-1977-crystal-structure-3D-balls-side.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250
- Drug.chirality
- Racemic mixture
- Drug.USAN
- propranolol hydrochloride
- Drug.tradename
- Inderal, others
- Drug.MedlinePlus
- a682607
- Drug.DailyMedID
- Propranolol
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth, rectal, intravenous
- Drug.class
- Beta blocker
- Drug.ATC_prefix
- C07
- Drug.ATC_suffix
- AA05
via Wikipedia infobox
Chemical data
- Formula
- C16H21NO2
- Molecular weight
- 259.34 g/mol
- IUPAC name
- 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
- SMILES
- CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O
- InChIKey
- AQHHHDLHHXJYJD-UHFFFAOYSA-N
- XLogP
- 3
- Polar surface area
- 41.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
47,785 papersvia PubMed
~21 min read
Encyclopedic overview
30 sectionsContents
- Medical uses
- Anxiety and related disorders
- Post-traumatic stress disorder and phobias
- Other uses
- Available forms
- Contraindications
- Side effects
- Pregnancy and lactation
- Overdose
- Interactions
- Pharmacodynamic interactions
- Effects of drugs on propranolol
- Effects of propranolol on other drugs
- Pharmacology
- Pharmacodynamics
- Mechanism of action
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Pharmacogenomics
- Chemistry
- History
- Society and culture
- Performance enhancement
- Brand names
- References
- Further reading
- External links
Propranolol is a medication of the beta blocker class. It is used to treat high blood pressure, some types of irregular heart rate, thyrotoxicosis, capillary hemangiomas, akathisia, performance anxiety, and essential tremors, as well as to prevent migraine headaches, and to prevent further heart problems in those with angina or previous heart attacks. It can be taken orally, rectally, or by intravenous injection. The formulation that is taken orally comes in short-acting and long-acting versions. Propranolol appears in the blood after 30 minutes and has a maximum effect between 60 and 90 minutes when taken orally.
Common side effects include nausea, abdominal pain, and constipation. It may worsen the symptoms of asthma. Propranolol may cause harmful effects for the fetus if taken during pregnancy; however, its use during breastfeeding is generally considered to be safe. It is a non-selective beta blocker which works by blocking β-adrenergic receptors.
Excerpted from Wikipedia’s “propranolol” article, available under the CC BY-SA 4.0 licence.