Fenoterol

Fenoterol
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy; category	AU: A; ;
Routes of; administration	Inhalation (MDI)
ATC code	R03AC04 (WHO) G02CA03 (WHO);
Legal status
Legal status	AU: S4 (Prescription only);
Pharmacokinetic data
Elimination half-life	6.5 hours approximately
Identifiers
	IUPAC name (RR,SS)-5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol;
CAS Number	13392-18-2;
PubChem CID	3343;
IUPHAR/BPS	557;
DrugBank	DB01288 ;
ChemSpider	3226 ;
UNII	22M9P70OQ9;
KEGG	D04157 ;
ChEBI	CHEBI:149226 ;
ChEMBL	ChEMBL32800 ;
CompTox Dashboard (EPA)	DTXSID4023046 ;
ECHA InfoCard	100.205.960
Chemical and physical data
Formula	C17H21NO4
Molar mass	303.358 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Oc1cc(cc(O)c1)C(O)CNC(C)Cc2ccc(O)cc2;
	InChI InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3 ; Key:LSLYOANBFKQKPT-UHFFFAOYSA-N ;
	(verify)

Fenoterol is a β adrenoreceptor agonist. It is classed as sympathomimetic β₂ agonist and an inhaled bronchodilator asthma medication.

Fenoterol is produced and sold by Boehringer Ingelheim as Berotec N and in combination with ipratropium as Berodual N.

It was patented in 1962 and came into medical use in 1971^[5] but, in the 1980s, concerns emerged about its safety and its use being associated with an increased risk of death (see below).

^ "Fenoterol Hydrobromide Drug Information, Professional". Drugs.com. 1996-01-01. Archived from the original on 2019-08-25. Retrieved 2018-06-11.
^ "Fenoterol - Drug Monograph". DrugInfoSys.com. 2016-10-27. Retrieved 2018-06-11.
^ "Berotec Inhalation Solution (Fenoterol HBr)". RxMed.com. Retrieved 2018-06-11.
^ Svedmyr N (1985-05-06). "Fenoterol: A Beta2-adrenergic Agonist for Use in Asthma; Pharmacology, Pharmacokinetics, Clinical Efficacy and Adverse Effects". Pharmacotherapy. 5 (3). Wiley: 109–126. doi:10.1002/j.1875-9114.1985.tb03409.x. ISSN 0277-0008. PMID 2991865. S2CID 189746.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 542. ISBN 9783527607495.

[Drugs.com_1996-1] "Fenoterol Hydrobromide Drug Information, Professional". Drugs.com. 1996-01-01. Archived from the original on 2019-08-25. Retrieved 2018-06-11.

[DrugInfoSys.com_2016-2] "Fenoterol - Drug Monograph". DrugInfoSys.com. 2016-10-27. Retrieved 2018-06-11.

[RxMed.com-3] "Berotec Inhalation Solution (Fenoterol HBr)". RxMed.com. Retrieved 2018-06-11.

[Svedmyr_pp._109–126-4] Svedmyr N (1985-05-06). "Fenoterol: A Beta2-adrenergic Agonist for Use in Asthma; Pharmacology, Pharmacokinetics, Clinical Efficacy and Adverse Effects". Pharmacotherapy. 5 (3). Wiley: 109–126. doi:10.1002/j.1875-9114.1985.tb03409.x. ISSN 0277-0008. PMID 2991865. S2CID 189746.

[Fis2006-5] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 542. ISBN 9783527607495.

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Clinical data


AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	AU: A
Routes of administration	Inhalation (MDI)
ATC code	R03AC04 (WHO) G02CA03 (WHO)
Legal status
Legal status	AU: S4 (Prescription only)
Pharmacokinetic data
Elimination half-life	6.5 hours approximately ^[1]^[2]^[3]^[4]
Identifiers
IUPAC name (RR,SS)-5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol
CAS Number	13392-18-2
PubChem CID	3343
IUPHAR/BPS	557
DrugBank	DB01288^Y
ChemSpider	3226^Y
UNII	22M9P70OQ9
KEGG	D04157^Y
ChEBI	CHEBI:149226^Y
ChEMBL	ChEMBL32800^Y
CompTox Dashboard (EPA)	DTXSID4023046
ECHA InfoCard	100.205.960
Chemical and physical data
Formula	C₁₇H₂₁NO₄
Molar mass	303.358 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Oc1cc(cc(O)c1)C(O)CNC(C)Cc2ccc(O)cc2
InChI InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3^Y Key:LSLYOANBFKQKPT-UHFFFAOYSA-N^Y
(verify)