Propranolol

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

chemische Verbindung

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 · Deutsch

Propranolol ist ein Arzneistoff aus der Substanzgruppe der Betablocker und wird unter anderem zur Behandlung der arteriellen Hypertonie (Bluthochdruck) und bei Herzrhythmusstörungen eingesetzt. Es wurde in den 1960er Jahren von James Whyte Black entwickelt, der 1988 für seine Beiträge zum Verständnis biochemischer Prinzipien der Arzneimitteltherapie den Nobelpreis für Medizin erhielt.

Abstract from DBpedia / Wikipedia · CC BY-SA