Pirbuterol

Pirbuterol
Clinical data
Trade names	Maxair
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a601096
Pregnancy; category	C;
Routes of; administration	Inhalational (MDI)
ATC code	R03AC08 (WHO) R03CC07 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); US: ℞-only;
Identifiers
	IUPAC name (RS)-6-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)pyridin-3-ol;
CAS Number	38677-81-5 ; HCl: 38029-10-6 ;
PubChem CID	4845;
IUPHAR/BPS	7272;
DrugBank	DB01291 ;
ChemSpider	4679 ;
UNII	OG645J8RVW; HCl: J6793T658K ;
KEGG	D08387 ;
ChEMBL	ChEMBL1094966 ;
CompTox Dashboard (EPA)	DTXSID0046937 ;
Chemical and physical data
Formula	C12H20N2O3
Molar mass	240.303 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES Oc1ccc(nc1CO)C(O)CNC(C)(C)C;
	InChI InChI=1S/C12H20N2O3/c1-12(2,3)13-6-11(17)8-4-5-10(16)9(7-15)14-8/h4-5,11,13,15-17H,6-7H2,1-3H3 ; Key:VQDBNKDJNJQRDG-UHFFFAOYSA-N ;
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Pirbuterol (trade name Maxair) is a short-acting β₂ adrenoreceptor agonist with bronchodilating action used in the treatment of asthma, available (as pirbuterol acetate) as a breath-activated metered-dose inhaler.

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It was patented in 1971 and came into medical use in 1983.^[1]

Pirbuterol is used in asthma for reversal of acute bronchospasm, and also as a maintenance medication to prevent future attacks. It should be used in patients 12 years of age and older with or without concurrent theophylline and/or inhaled corticosteroid.^[2]^[3]

After inhalation of doses up to 800 μg (twice the maximum recommended dose) systemic blood levels of pirbuterol are below the limit of assay sensitivity (2–5 ng/ml). A mean of 51% of the dose is recovered in urine as pirbuterol plus its sulfate conjugate following administration by aerosol. Pirbuterol is not metabolized by catechol-O-methyltransferase. The plasma half-life measured after oral administration is about two hours.^[2]

[1]
Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 543. ISBN 9783527607495.
[2]
"Maxair Autohaler (pirbuterol acetate inhalation aerosol) For Oral Inhalation Only. U.S. Full Prescribing Information". 3M Pharmaceuticals. Northridge, CA 91324. Archived from the original on 20 September 2018. Retrieved 7 March 2016.
[3]
Bianchi M, Clavenna A, Bonati M (September 2010). "Inter-country variations in anti-asthmatic drug prescriptions for children. Systematic review of studies published during the 2000-2009 period" (PDF). European Journal of Clinical Pharmacology. 66 (9): 929–36. doi:10.1007/s00228-010-0845-y. PMID 20533030. S2CID 21834280.

RxList: Maxair (Pirbuterol)

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[Fis2006-1] [1]
Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 543. ISBN 9783527607495.

[PI-2] [2]
"Maxair Autohaler (pirbuterol acetate inhalation aerosol) For Oral Inhalation Only. U.S. Full Prescribing Information". 3M Pharmaceuticals. Northridge, CA 91324. Archived from the original on 20 September 2018. Retrieved 7 March 2016.

[BianchiClavenna2010-3] [3]
Bianchi M, Clavenna A, Bonati M (September 2010). "Inter-country variations in anti-asthmatic drug prescriptions for children. Systematic review of studies published during the 2000-2009 period" (PDF). European Journal of Clinical Pharmacology. 66 (9): 929–36. doi:10.1007/s00228-010-0845-y. PMID 20533030. S2CID 21834280.

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Pirbuterol

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Medical use

Mode of action

Pharmacokinetics

Adverse effects

References

External links