practolol

Also known as AY-21011, ICI-50172, (+-)-practolol, 4'-(2-Hydroxy-3-(isopropylamino)propoxy)acetanilide, N-(4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)acetamide, (+-)-Practolol, Practololum, Tocris-0831

Practolol (Eraldin, Dalzic, Praktol, Cardiol, Pralon, Cordialina, Eraldina, Teranol) is a beta blocker selective for the β1-adrenergic receptor that has been used in the emergency treatment of cardiac arrhythmias. Practolol is no longer used as it is highly toxic despite the similarity of its chemical formula to propranolol.

Chemical data

Formula: C14H22N2O3
Molecular weight: 266.34 g/mol
IUPAC name: N-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide
SMILES: CC(C)NCC(COC1=CC=C(C=C1)NC(=O)C)O
InChIKey: DURULFYMVIFBIR-UHFFFAOYSA-N
XLogP: 0.8
Polar surface area: 70.6 Å²
H-bond donors: 3
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Withdrawn

Max clinical phase: Approved
Molecule type: Small molecule
Indications: cardiovascular disease

via ChEMBL · EBI

Research

2,126 papers

Practolol-induced SLE-like syndrome.Proceedings of the Royal Society of Medicine · 1976
Practolol.British journal of hospital medicine · 1978
Practolol peritonitis.Clinical radiology · 1977
Practolol and the peritoneum.Lancet (London, England) · 1977
Hazards of non-practolol beta-blockers.British medical journal · 1977

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 266.163
Has use: medication

Show 6 more facts

chemical formula: C₁₄H₂₂N₂O₃
canonical SMILES: CC(C)NCC(COC1=CC=C(C=C1)NC(=O)C)O
subject has role: antiarrhythmic agent
World Health Organisation international non-proprietary name: practolol
Commons category: Practolol
defined daily dose: 20

Sources (4)

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Encyclopedic overview

8 sections

Contents

Side effects
Chemistry
Synthesis
History
Society and culture
Market withdrawal
References
External links

{{Drugbox | Verifiedfields = changed | verifiedrevid = 464212885 | IUPAC_name = (RS)-N-{4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}acetamide | image = Practolol structure.svg | image_class = skin-invert-image | width = 250

| tradename =

Excerpted from Wikipedia’s “practolol” article, available under the CC BY-SA 4.0 licence.

Gallery (2)

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