Isoetarine

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
Isoetarine
Isoetarine.svg
Systematic (IUPAC) name
(RS)-4-[1-hydroxy-2-(isopropylamino)butyl]benzene-1,2-diol
Clinical data
AHFS/Drugs.com International Drug Names
MedlinePlus a682862
Identifiers
CAS Number 530-08-5 YesY
ATC code R03AC07 (WHO)
PubChem CID: 3762
IUPHAR/BPS 7205
DrugBank DB00221 YesY
ChemSpider 3630 YesY
UNII YV0SN3276Q YesY
KEGG D04625 YesY
ChEMBL CHEMBL1201213 N
Chemical data
Formula C13H21NO3
Molecular mass 239.311 g/mol
  • Oc1ccc(cc1O)C(O)C(NC(C)C)CC
  • 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 YesY
  • Key:HUYWAWARQUIQLE-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

Isoetarine (INN) or isoetharine (USAN), trade names Bronkosol and Bronkometer, is a selective beta2-adrenergic receptor agonist. It can be called the "granddaughter of adrenalin" in the line of beta-two agonists that gave quick relief for bronchospasm and asthma.[1] Adrenalin or epinephrine was the first of these, and next came Isuprel. Isoetharine was the third drug in this line, thus the third generation or granddaughter of the original.

In the western US 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 beta-two 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 "beta-two effect" was not quite as selective as might be hoped. Beta-one receptors appeared to also be stimulated in some patients, causing cardiac and other CNS side effects. With Bronkosol 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 in the marketplace by Alupent/metaproterenol, which seemed to have slightly less cardiac side effect and lasted a couple of hours longer. Alupent in turn was replaced by albuterol. Some practitioners still believe that these later aerosolized bronchodilators never gave quite as quick of relief from asthmatic shortness of breath as did Bronkosol. Thus they see a continued specialty role in treatment of severe shortness of breath that does not improve in the first five minutes of albuterol treatment.

References

  1. Lua error in package.lua at line 80: module 'strict' not found.

Further reading

  • George Burton, Respiratory Care, 1984, JB Lippincott, pp. 456–482.
  • Craig Scanlan, Egan's Fundamentals of Respiratory Care, 1999, CV Mosby, pp. 571–576.