Structure via PubChem · Public domain (PubChem)
isoprenaline
Sign in to saveAlso known as Isoprenalinum, N-isopropyl-β-dihydroxyphenyl-β-hydroxyethylamine, N-Isopropylnorepinephrine, 3,4-Dihydroxy-alpha-[(isopropylamino)methyl]benzyl alcohol, Isoprenalina, (+-)-Isoprenaline, (±)-isoprenaline, alpha-(Isopropylaminomethyl)protocatechuyl alcohol
Isoprenaline, also known as isoproterenol and sold under the brand name Isuprel among others, is a sympathomimetic medication which is used in the treatment of acute bradycardia (slow heart rate), heart block, and rarely for asthma, among other indications. It is used by injection into a vein, muscle, fat, or the heart, by inhalation, and in the past under the tongue or into the rectum.
Key facts
- Drug.N
- 1
- Drug.O
- 3
- Drug.ATC_suffix
- CA02
- Drug.Watchedfields
- verified
- Drug.verifiedrevid
- 477495291
- Drug.image
- Isoprenaline.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225px
- Drug.tradename
- Isuprel, others
- Drug.MedlinePlus
- a601236
- Drug.pregnancy_AU
- A
- Drug.legal_AU
- S4
- Drug.pregnancy_US
- C
- Drug.legal_status
- Rx-only
- Drug.routes_of_administration
- Intravenous, intramuscular, subcutaneous, intracardiac, inhalation, sublingual, rectal
- Drug.bioavailability
- Oral: Very low
- Drug.protein_bound
- 69% (mostly to albumin)
- Drug.metabolism
- Methylation (), conjugation (sulfation)
via Wikipedia infobox
Chemical data
- Formula
- C11H17NO3
- Molecular weight
- 211.26 g/mol
- IUPAC name
- 4-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol
- SMILES
- CC(C)NCC(C1=CC(=C(C=C1)O)O)O
- InChIKey
- JWZZKOKVBUJMES-UHFFFAOYSA-N
- XLogP
- -0.6
- Polar surface area
- 72.7 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
43,094 papers- Isoprenaline.Dental anaesthesia and sedation · 1976
- Paradoxical effect of isoprenaline infusion.Europace : European pacing, arrhythmias, and cardiac electrophysiology : journal of the working groups on cardiac pacing, arrhythmias, and cardiac cellular electrophysiology of the European Society of Cardiology · 2005
- (+/-) isoprenaline revisited: adverse effects of sympathomimetics in asthma.Agents and actions. Supplements · 1993
- The cardio-toxicity of isoprenaline during hypoxia.British journal of pharmacology · 1969
- [Isoprenaline aerosols in the therapy of acute bronchial obstruction].Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke · 1973
via PubMed
Wikidata facts
- Mass
- 211.120843
Show 5 more facts
- chemical formula
- C₁₁H₁₇NO₃
- defined daily dose
- 40
- canonical SMILES
- CC(C)NCC(C1=CC(=C(C=C1)O)O)O
- World Health Organisation international non-proprietary name
- isoprenaline
- Commons category
- Isoprenaline
Sources (6)
via Wikidata · CC0
~11 min read
Article
17 sectionsContents
- Medical uses
- Available forms
- Contraindications
- Side effects
- Overdose
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Chemistry
- History
- Society and culture
- Names
- References
Isoprenaline, also known as isoproterenol and sold under the brand name Isuprel among others, is a sympathomimetic medication which is used in the treatment of acute bradycardia (slow heart rate), heart block, and rarely for asthma, among other indications. It is used by injection into a vein, muscle, fat, or the heart, by inhalation, and in the past under the tongue or into the rectum.
Side effects of isoprenaline include rapid heart beat, heart palpitations, and arrhythmias, among others. Isoprenaline is a selective agonist of the β-adrenergic receptors, including both the β1- and β2-adrenergic receptors. By activating these receptors, it increases heart rate and the force of heart contractions. Chemically, isoprenaline is a synthetic catecholamine and is the N-isopropyl analogue of norepinephrine (noradrenaline) and epinephrine (adrenaline).