Fenoterol

Title: Fenoterol
CAS Registry Number: 13392-18-2
CAS Name: 5-[1-Hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-1,3-benzenediol
Additional Names: 3,5-dihydroxy-a-[[(p-hydroxy-a-methylphenethyl)amino]methyl]benzyl alcohol; 1-(3,5-dihydroxyphenyl)-1-hydroxy-2-[(4-hydroxyphenyl)isopropylamino]ethane; 1-(p-hydroxyphenyl)-2-[[b-hydroxy-b-(3¢,5¢-dihydroxyphenyl)]ethyl]aminopropane
Manufacturers' Codes: TH-1165
Molecular Formula: C17H21NO4
Molecular Weight: 303.35
Percent Composition: C 67.31%, H 6.98%, N 4.62%, O 21.10%
Literature References: b2-Adrenergic agonist. Prepn and sepn of stereoisomers: BE 640433; Zelle et al., US 3341593 (1962, 1967 to Boehringer, Ing.). Pharmacology: Schuster, Baum, Arzneim.-Forsch. 19, 1905 (1969); O'Donnell, Eur. J. Pharmacol. 12, 35 (1970). Toxicity: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Metabolism in mice: S. Kojima et al., Arzneim.-Forsch. 30, 959 (1980). HPLC determn in plasma: S. Kramer, G. Blaschke, J. Chromatogr. B 751, 169 (2001). Clinical evaluation: Tweel, Ann. Allergy 29, 142 (1971); Rebuck, Saunders, Med. J. Aust. 1, 225 (1972). Comparison with ritodrine in preterm labor: J. Gerris et al., Eur. J. Clin. Pharmacol. 18, 443 (1980). Review of pharmacology and therapeutic efficacy: R. C. Heel et al., Drugs 15, 3-32 (1978); N. Svedmyr, Pharmacotherapy 5, 109-126 (1985).
Derivative Type: Hydrobromide
CAS Registry Number: 1944-12-3
Manufacturers' Codes: TH-1165a
Trademarks: Airum (Promeco); Berotec (Boehringer, Ing.); Dosberotec (Boehringer, Ing.); Partusisten (Boehringer, Ing.)
Molecular Formula: C17H21NO4.HBr
Molecular Weight: 384.26
Percent Composition: C 53.14%, H 5.77%, N 3.65%, O 16.65%, Br 20.79%
Properties: Crystals from methanol-ether, mp 222-223°. LD50 in mice (mg/kg): 1100 s.c.; 1990 orally (Goldenthal).
Melting point: mp 222-223°
Toxicity data: LD50 in mice (mg/kg): 1100 s.c.; 1990 orally (Goldenthal)
Derivative Type: Hydrochloride
CAS Registry Number: 1944-10-1
Molecular Formula: C17H21NO4.HCl
Molecular Weight: 339.81
Percent Composition: C 60.09%, H 6.53%, N 4.12%, O 18.83%, Cl 10.43%
Properties: mp 183° (acetonitrile-ether).
Melting point: mp 183° (acetonitrile-ether)
Therap-Cat: Bronchodilator; tocolytic.
Keywords: ?Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives; Tocolytic.
Fenoverine Fenoxanil Fenoxaprop-ethyl Fenoxazoline Fenoxedil

Fenoterol
Fenoterol.svg
Fenoterol ball-and-stick.png
Systematic (IUPAC) name
(RR,SS)-5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat.  ? (AU) ? (US) ?
Legal status Pharmacist only (AU) Rx-Only (CA) POM (UK) -only (US)
Routes Inhalation
Identifiers
CAS number 13392-18-2 YesY
ATC code R03AC04 G02CA03
PubChem CID 3343
IUPHAR ligand 557
DrugBank DB01288
ChemSpider 3226 YesY
UNII 22M9P70OQ9 YesY
KEGG D04157 YesY
ChEBI CHEBI:149226 YesY
ChEMBL CHEMBL32800 YesY
Chemical data
Formula C17H21NO4 
Mol. mass 303.35 g/mol
 YesY (what is this?)  (verify)

Fenoterol is a Beta 2 adrenergic agonist designed to open up the airways to the lungs. It is classed as sympathomimetic beta2 agonist and asthma medication.

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