Structure via PubChem · Public domain (PubChem)
isoetarine
Sign in to saveAlso known as WIN-3406, Isoetharine
Isoetharine is a selective short-acting β2 adrenoreceptor agonist. It can be called the "granddaughter of adrenalin" in the line of β2 agonists that gave quick relief for bronchospasm and asthma. Epinephrine (adrenalin) was the first of these, and next came isoprenaline (isoproterenol). Isoetharine was the third drug in this line, thus the third generation or granddaughter of the original.
Chemical data
- Formula
- C13H21NO3
- Molecular weight
- 239.31 g/mol
- IUPAC name
- 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol
- SMILES
- CCC(C(C1=CC(=C(C=C1)O)O)O)NC(C)C
- InChIKey
- HUYWAWARQUIQLE-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 72.7 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1979
- Admin. routes
- topical
- Indications
- Airway obstruction
via ChEMBL · EBI
Research
163 papers- Isoetharine.2006
- The vagal ganglia transcriptome identifies candidate therapeutics for airway hyperreactivity.American journal of physiology. Lung cellular and molecular physiology · 2018
- Adrenergic drugs.Clinical reviews in allergy · 1983
- Biased Signaling and Its Role in the Genesis of Short- and Long-Acting β(2)-Adrenoceptor Agonists.Biochemistry · 2025
- Bronchoconstrictor additives in bronchodilator solutions.The Journal of allergy and clinical immunology · 1999
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 239.152144
- Has use
- medication
Show 6 more facts
- chemical formula
- C₁₃H₂₁NO₃
- subject has role
- beta2-adrenergic agonist
- World Health Organisation international non-proprietary name
- isoetarine
- canonical SMILES
- CCC(C(C1=CC(=C(C=C1)O)O)O)NC(C)C
- defined daily dose
- 40
- Commons category
- Isoetarine
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- References
- Further reading
Isoetharine is a selective short-acting β2 adrenoreceptor agonist. It can be called the "granddaughter of adrenalin" in the line of β2 agonists that gave quick relief for bronchospasm and asthma. Epinephrine (adrenalin) was the first of these, and next came isoprenaline (isoproterenol). Isoetharine was the third drug in this line, thus the third generation or granddaughter of the original.
In the western United States, it was the drug of choice in the late 1970s and early 1980s for nebulization ("breathing treatment") to relieve airway spasm. It generally gave sharp relief of shortness of breath, starting within two to five minutes after the patient began breathing the nebulized mist. This rapid onset is not as clearly present in later drugs.
Excerpted from Wikipedia’s “isoetarine” article, available under the CC BY-SA 4.0 licence.