Bambuterol

Title: Bambuterol
CAS Registry Number: 81732-65-2
CAS Name: Dimethylcarbamic acid 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene ester
Additional Names: 1-[bis(3¢,5¢-N,N-dimethylcarbamoyloxy)phenyl]-2-N-tert-butylaminoethanol; (±)-5-[2-(tert-butylamino)-1-hydroxyethyl]-m-phenylene bis(dimethylcarbamate); terbutaline bisdimethylcarbamate
Molecular Formula: C18H29N3O5
Molecular Weight: 367.44
Percent Composition: C 58.84%, H 7.96%, N 11.44%, O 21.77%
Literature References: Ester prodrug of the b2-adrenergic agonist terbutaline, q.v. Prepn: O. A. T. Olsson et al., EP 43807; eidem, US 4419364 (1982, 1983 both to AB Draco). Pharmacology: O. A. T. Olsson, L.-A. Svensson, Pharm. Res. 1984, 19. Review of pharmacology and metabolism: L.-A. Svensson, Acta Pharm. Suec. 24, 333 (1987). LC determn: O. Wannerberg, B. Persson, J. Chromatogr. 435, 199 (1988). Clinical evaluation in asthma: T. Sandström et al., Respiration 53, 31 (1988). Clinical comparison with terbutaline: G. Persson et al., Eur. Respir. J. 1, 223 (1988).
Derivative Type: Hydrochloride
CAS Registry Number: 81732-46-9
Manufacturers' Codes: KWD-2183
Trademarks: Bambec (AstraZeneca)
Molecular Formula: C18H29N3O5.HCl
Molecular Weight: 403.90
Percent Composition: C 53.53%, H 7.49%, N 10.40%, O 19.81%, Cl 8.78%
Therap-Cat: Bronchodilator.
Keywords: ?Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives.
Bamethan Bamifylline Bamipine Baptigenin Baptisia

Bambuterol
Bambuterol-2D-skeletal.png
Systematic (IUPAC) name
(RS)-5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diyl bis(dimethylcarbamate)
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat. Unknown
Legal status Prescription only
Routes Oral
Pharmacokinetic data
Bioavailability 20%
Metabolism Hepatic, extensive
Further metabolized to terbutaline by plasma cholinesterase
Half-life 13 hours (bambuterol)
21 hours (terbutaline)
Excretion Renal
Identifiers
CAS number 81732-46-9 YesY
ATC code R03CC12
PubChem CID 54766
DrugBank DB01408
ChemSpider 49466 YesY
UNII Y1850G1OVC N
KEGG D07377 YesY
ChEBI CHEBI:553827 N
ChEMBL CHEMBL521589 YesY
Chemical data
Formula C18H29N3O5 
Mol. mass 367.44 g/mol
 N (what is this?)  (verify)

Bambuterol is a long acting beta-adrenoceptor agonist (LABA) used in the treatment of asthma; it also is a prodrug of terbutaline. Commercially, the AstraZeneca pharmaceutical company produces and markets bambuterol as Bambec and Oxeol (INN).[1]