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Isoetharine

Clinical data
Pronunciation	/aɪsoʊˈɛθəriːn/ eye-soh-ETH-ə-reen
Trade names	Bronkosol and Bronkometer (USAN name is isoetharine)
AHFS/Drugs.com	International Drug Names
MedlinePlus	a682862
ATC code	R03AC07 (WHO)
Legal status
Legal status	AU: S4 (Prescription only)
Identifiers
IUPAC name (RS)-4-benzene-1,2-diol
CAS Number	79490-84-9
PubChem CID	3762
IUPHAR/BPS	7205
DrugBank	DB00221
ChemSpider	3630
UNII	YV0SN3276Q
KEGG	D04625
ChEMBL	ChEMBL1201213
CompTox Dashboard (EPA)	DTXSID9048560
ECHA InfoCard	100.007.703
Chemical and physical data
Formula	C13H21NO3
Molar mass	239.315 g·mol
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES Oc1ccc(cc1O)C(O)C(NC(C)C)CC
InChI InChI=1S/C13H21NO3/c1-4-10(14-8(2)3)13(17)9-5-6-11(15)12(16)7-9/h5-8,10,13-17H,4H2,1-3H3 Key:HUYWAWARQUIQLE-UHFFFAOYSA-N
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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.

All of the early β₂ agonist catecholamines used for bronchospasm had strong side effects, with increase in heart rate as the most common and most problematic. This came because its "β₂ effect" was not quite as selective as might be hoped. β₁ receptors appeared to also be stimulated in some patients, causing cardiac and other CNS side effects. With isoetharine this effect tended to be transient and usually went away within a matter of minutes after the end of the treatment. Increase in blood pressure also occurred in a small but significant percentage of cases, but also was almost invariably transient.

By the late 1980s, isoetharine was largely replaced by orciprenaline (metaproterenol), which seemed to have slightly less cardiac side effect and lasted a couple of hours longer. Orciprenaline in turn was replaced by salbutamol (albuterol). Some practitioners still believe that these later aerosolized bronchodilators never gave quite as quick of relief from asthmatic shortness of breath as did isoetharine. Thus they see a continued specialty role in treatment of severe shortness of breath that does not improve in the first five minutes of salbutamol treatment.

References

1. Seth SD, Seth V (2009). "53. Pharmacotherapy of Bronchial Asthma". Textbook of Pharmacology (3rd revised ed.). New Delhi, India: Elsevier India. p. VII.14. ISBN 978-8131211588.
2. "Isoetarine". MedsChat.

Further reading

• Burton G (1984). Respiratory Care. JB Lippincott. pp. 456–482.
• Scanlan C (1999). Egan's Fundamentals of Respiratory Care. CV Mosby. pp. 571–576.

• Beta-adrenergic agonists
• Beta-Hydroxyamphetamines
• Catecholamines
• Isopropylamino compounds