Bambuterol

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Bambuterol
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy; category	Unknown;
Routes of; administration	Oral
ATC code	R03CC12 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	20%
Metabolism	Hepatic, extensive; Further metabolized to terbutaline by plasma cholinesterase
Elimination half-life	13 hours (bambuterol); 21 hours (terbutaline)
Excretion	Renal
Identifiers
	IUPAC name (RS)-5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diyl bis(dimethylcarbamate);
CAS Number	81732-46-9 ;
PubChem CID	54766;
DrugBank	DB01408 ;
ChemSpider	49466 ;
UNII	Y1850G1OVC;
KEGG	D07377 ;
ChEBI	CHEBI:553827 ;
ChEMBL	ChEMBL521589 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C18H29N3O5
Molar mass	367.44 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C(Oc1cc(cc(OC(=O)N(C)C)c1)C(O)CNC(C)(C)C)N(C)C;
	InChI InChI=1S/C18H29N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,15,19,22H,11H2,1-7H3 ; Key:ANZXOIAKUNOVQU-UHFFFAOYSA-N ;
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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]

Indications

As other LABAs, bambuterol is used in the long-term management of persistent asthma.^[1] It should not be used as a rescue medication for short-term relief of asthma symptoms.

Contraindications

Bambuterol is contraindicated in pregnancy and in people with seriously impaired liver function. It can be used by people with renal impairment, but dose adjustments are necessary.^[1]

Adverse effects

The adverse effect profile of bambuterol is similar to that of salbutamol, and may include fatigue, nausea, palpitations, headache, dizziness and tremor.^[1]

Interactions

Concomitant administration of bambuterol with corticosteroids, diuretics, and xanthine derivatives (such as theophylline) increases the risk of hypokalemia (decreased levels of potassium in the blood).^[2]

Bambuterol acts as a cholinesterase inhibitor, and can prolong the duration of action of suxamethonium (succinylcholine) and other drugs whose breakdown in the body depends on cholinesterase function.^[1] Butyrylcholinesterase activity returns to normal approximately two weeks after bambuterol is stopped.^[3] It can also enhance the effects of non-depolarizing neuromuscular blockers, such as vecuronium bromide.^[2]

References

↑ ^1.0 ^1.1 ^1.2 ^1.3 ^1.4 Sweetman, Sean C., ed. (2009). "Bronchodilators and Anti-asthma Drugs". Martindale: The complete drug reference (36th ed.). London: Pharmaceutical Press. pp. 1115–16. ISBN 978-0-85369-840-1.
↑ ^2.0 ^2.1 Sweetman (2009), pp. 1132–33.
↑ Sitar DS (October 1996). "Clinical pharmacokinetics of bambuterol". Clin Pharmacokinet. 31 (4): 246–56. doi:10.2165/00003088-199631040-00002. PMID 8896942.

Template:Asthma and copd rx

[Martindale-1] 1.0 ^1.1 ^1.2 ^1.3 ^1.4 Sweetman, Sean C., ed. (2009). "Bronchodilators and Anti-asthma Drugs". Martindale: The complete drug reference (36th ed.). London: Pharmaceutical Press. pp. 1115–16. ISBN 978-0-85369-840-1.

[Martindale2-2] 2.0 ^2.1 Sweetman (2009), pp. 1132–33.

[Sitar-3] Sitar DS (October 1996). "Clinical pharmacokinetics of bambuterol". Clin Pharmacokinet. 31 (4): 246–56. doi:10.2165/00003088-199631040-00002. PMID 8896942.

[1]

[2]

[3]

v t e Adrenergic agonists
α	Template:Navbox subgroup
β	Template:Navbox subgroup
α and β	Epinephrine - Norepinephrine - Cirazoline - Etilefrine
Indirect/ mixed	Amphetamine - Tyramine - Ephedrine - Pseudoephedrine
see also acetylcholinesterase inhibitor

Clinical data

AHFS/Drugs.com	International Drug Names
Pregnancy category	Unknown
Routes of administration	Oral
ATC code	R03CC12 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	20%
Metabolism	Hepatic, extensive Further metabolized to terbutaline by plasma cholinesterase
Elimination half-life	13 hours (bambuterol) 21 hours (terbutaline)
Excretion	Renal
Identifiers
IUPAC name (RS)-5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diyl bis(dimethylcarbamate)
CAS Number	81732-46-9^Y
PubChem CID	54766
DrugBank	DB01408^N
ChemSpider	49466^Y
UNII	Y1850G1OVC
KEGG	D07377^Y
ChEBI	CHEBI:553827^N
ChEMBL	ChEMBL521589^Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₁₈H₂₉N₃O₅
Molar mass	367.44 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(Oc1cc(cc(OC(=O)N(C)C)c1)C(O)CNC(C)(C)C)N(C)C
InChI InChI=1S/C18H29N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,15,19,22H,11H2,1-7H3^Y Key:ANZXOIAKUNOVQU-UHFFFAOYSA-N^Y
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