دیزوپرامید

Also known as gamma-diisopropylamino-alpha-phenyl-alpha-(2-pyridyl)butyramide, alpha-[2-(diisopropylamino)ethyl]-alpha-phenyl-2-pyridineacetamide

Disopyramide (INN, trade names Norpace and Rythmodan) is an antiarrhythmic medication used in the treatment of ventricular tachycardia. It is a sodium channel blocker and is classified as a Class 1a anti-arrhythmic agent. Disopyramide has a negative inotropic effect on the ventricular myocardium, significantly decreasing the contractility. Disopyramide also has general anticholinergic effects which contribute to unwanted adverse effects. Disopyramide is available in both oral and intravenous forms. In 1972, when it was one of the few alternatives to quinidine, it was praised for being more pot

Key facts

Drug.verifiedrevid: 477166575
Drug.IUPAC_name: (RS)-4-(Diisopropylamino)-2-phenyl-2-(pyridin-2-yl)butanamide
Drug.image: Disopyramide.svg
Drug.image_class: skin-invert-image
Drug.image2: Disopramide.png
Drug.image_class2: bg-transparent
Drug.tradename: Norpace
Drug.MedlinePlus: a682408
Drug.pregnancy_AU: B2
Drug.pregnancy_US: C
Drug.legal_BR: C1
Drug.legal_UK: POM
Drug.legal_US: Rx-only
Drug.routes_of_administration: Oral, intravenous
Drug.bioavailability: High
Drug.protein_bound: 50% to 65%(concentration-dependent)
Drug.metabolism: Hepatic (CYP3A4-mediated)
Drug.elimination_half life: 6.7 hours (range 4 to 10 hours)

via Wikipedia infobox

Chemical data

Formula: C21H29N3O
Molecular weight: 339.5 g/mol
IUPAC name: 4-[di(propan-2-yl)amino]-2-phenyl-2-pyridin-2-ylbutanamide
SMILES: CC(C)N(CCC(C1=CC=CC=C1)(C2=CC=CC=N2)C(=O)N)C(C)C
InChIKey: UVTNFZQICZKOEM-UHFFFAOYSA-N
XLogP: 3.2
Polar surface area: 59.2 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1977
Admin. routes: oral
Indications: cardiac arrhythmia, atrial fibrillation, heart failure

via ChEMBL · EBI

Research

2,179 papers

Disopyramide.Annals of internal medicine · 1982
Disopyramide.Annals of the New York Academy of Sciences · 1984
Disopyramide--a review.Scottish medical journal · 1977
Disopyramide.The New England journal of medicine · 1979
Clinical pharmacokinetics of disopyramide.Clinical pharmacokinetics · 1986

via PubMed

Wikidata facts

Mass: 339.231
Has use: medication

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significant drug interaction: ketoconazole
chemical formula: C₂₁H₂₉N₃O
medical condition treated: atrial fibrillation
canonical SMILES: CC(C)N(CCC(C1=CC=CC=C1)(C2=CC=CC=N2)C(=O)N)C(C)C
World Health Organisation international non-proprietary name: disopyramidum
physically interacts with: Potassium voltage-gated channel subfamily H member 2
Commons category: Disopyramide

Sources (4)

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