propranololo

Also 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

principio attivo betabloccante non selettivo, di indicazione specifica contro l'ipertensione e le forme di angina.

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 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1967
Admin. routes: oral, parenteral
Indications: hepatocellular carcinoma, cardiovascular disease, chronic obstructive pulmonary disease, hypertension

via ChEMBL · EBI

Research

47,785 papers

via PubMed

Wikidata facts

Has part: carbon
Mass: 259.157229

Show 12 more facts

different from: propyl alcohol
significant drug interaction: chlorpromazine
Commons category: Propranolol
chemical formula: C₁₆H₂₁NO₂
medical condition treated: capillary hemangioma
canonical SMILES: CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O
World Health Organisation international non-proprietary name: propranolol
subject has role: essential medicine
physically interacts with: adrenoceptor beta 3
found in taxon: Asimina triloba
has characteristic: bitterness
legal status (medicine): boxed warning

Sources (5)

via Wikidata · CC0

Article · Italiano

Il propranololo è un principio attivo betabloccante non selettivo, di indicazione specifica contro l'ipertensione e le forme di angina. Fu il primo prodotto efficace betabloccante. La forma generica con cui è commercializzato è propranololo cloridrato.

Abstract from DBpedia / Wikipedia · CC BY-SA