Compound: fenoterol
SMILES: Oc1cc(O)cc(c1)C(O)CNC(Cc2ccc(O)cc2)C
InChIKey: LSLYOANBFKQKPT-UHFFFAOYSA-N
Synonyms: fenoterol, 13392-18-2, Phenoterol, Fenoterolum, Berotec, 5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol, Dosberotec, Airum, 1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-((4-hydroxyphenyl)isopropylamino)ethane, 5-[1-hydroxy-2-[1-(4-hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,3-diol, 1-(p-Hydroxyphenyl)-2-((beta-hydroxy-beta-(3',5'-dihydroxyphenyl))ethyl)aminopropane, 3,5-Dihydroxy-alpha-(((p-hydroxy-alpha-methylphenethyl)amino)methyl)benzyl alcohol, DTXSID4023046, CHEBI:149226, 1,3-Benzenediol, 5-(1-hydroxy-2-((2-(4-hydroxyphenyl)-1-methylethyl)amino)ethyl)-, 5-{1-Hydroxy-2-[2-(4-hydroxy-phenyl)-1-methyl-ethylamino]-ethyl}-benzene-1,3-diol, NSC-757811, TH-1165, 5-(1-hydroxy-2-(1-(4-hydroxyphenyl)propan-2-ylamino)ethyl)benzene-1,3-diol, p-Hydroxyphenylorciprenaline, 5-(1-hydroxy-2-((1-(4-hydroxyphenyl)propan-2-yl)amino)ethyl)benzene-1,3-diol, p-Hydroxyphenyl-orciprenaline, fenoterolo, Berodual n, 5-(1-Hydroxy-2-(2-(4-hydroxy-phenyl)-1-methyl-ethylamino)-ethyl)-benzene-1,3-diol, Berotec 100, Berotec 200, Hydrochloride, Fenoterol, RefChem:598896, Berotec (as hydrobromide), p Hydroxyphenylorciprenaline, Th1165a, p Hydroxyphenyl orciprenaline, DTXCID903046, G02CA03, R03AC04, R03CC04, (1RS)-1-(3,5-Dihydroxyphenyl)-2-(((1RS)-2-(4-hydroxyphenyl)-1-methylethyl)amino)ethanol, 130156-24-0, 22M9P70OQ9, Fenoterolum [INN-Latin], TH 1165, TH 1165A, Th-1165;Phenoterol, CHEMBL32800, Th-1165a, TH 1165A [AS HYDROBROMIDE SALT], CHEMBL537445, 391234-95-0, 1,3-Benzenediol,5-[(1S)-1-hydroxy-2-[[(1R)-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-, Fenoterol (USAN/INN), BRN 2157041, Fenoterol [USAN:INN:BAN], Berotec (Salt/Mix), Spectrum_001246, Partusisten (Salt/Mix), Prestwick0_000282, Prestwick1_000282, Prestwick2_000282, Prestwick3_000282, Spectrum2_001388, Spectrum3_000915, Spectrum4_001014, Spectrum5_001572, SCHEMBL5009, 5-[1-Hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-1,3-benzenediol, Lopac0_000544, BSPBio_000184, GTPL557, KBioGR_001507, KBioSS_001726, DivK1c_000405, SPBio_001376, SPBio_002403, BPBio1_000204, orb1685389, TH 1165A FREE BASE, TH-1165A FREE BASE, KBio1_000405, KBio2_001726, KBio2_004294, KBio2_006862, KBio3_001890, 3,5-Dihydroxy-.alpha.-(((p-hydroxy-.alpha.-methylphenethyl)amino)methyl)benzyl alcohol, NINDS_000405, HMS3886D03, HMS5085P05, HY-B0976, BBL023034, BDBM50131281, BDBM50221768, EBC-26549, Fenoterol Hydrobromide EP Impurity A, MFCD00242675, s5769, STL356034, AKOS015964608, CCG-204634, CS-4466, DB01288, NSC 757811, SDCCGSBI-0050527.P004, 5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol, 5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methyl-ethyl]amino]ethyl]benzene-1,3-diol, Benzyl alcohol, 3,5-dihydroxy-alpha-(((p-hydroxy-alpha-methylphenethyl)amino)methyl)-, IDI1_000405, NCGC00015430-02, NCGC00015430-03, NCGC00015430-11, NCGC00162181-01, AC-13630, DA-63411, FF171137, SBI-0050527.P003, AB00053590, NS00002340, D04157, G12550, AB00053590_10, EN300-18530961, L000255, Q420188, BRD-A97104540-004-04-4, BRD-A97104540-004-08-5, BRD-A97104540-004-15-0, (1RS)-1-(3,5-dihydroxyphenyl)-2-[[(1SR)-2-(4- hydroxyphenyl)-1-methylethyl]amino]ethanol, 1-(p-Hydroxyphenyl)-2-((.beta.-hydroxy-.beta.-(3',5'-dihydroxyphenyl))ethyl)aminopropane, Benzyl alcohol, 3,5-dihydroxy-.alpha.-(((p-hydroxy-.alpha.-methylphenethyl)amino)methyl)-, rac-(2S)-N-[(2R)-2-(3,5-dihydroxyphenyl)-2-hydroxyethyl]-1-(4-hydroxyphenyl)propan-2-amonium bromide
Theoretical properties:
molecular_formula: C17H21NO4
molecular_weight: 303.35 g/mol
exact_mass: 303.14705815 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 6
heavy_atom_count: 22
topological_polar_surface_area: 93 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 222-223
solubility: 1.62e-01 g/L
Descriptions:
pubchem: Fenoterol is a member of the class resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A beta2-adrenergic agonist, it is used (as the hydrobromide salt) as a bronchodilator in the management of reversible airway obstruction. It has a role as a beta-adrenergic agonist, a bronchodilator agent, a sympathomimetic agent and a tocolytic agent. It is a member of resorcinols, a secondary alcohol and a secondary amino compound.
chebi: A member of the class  resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A β<small><sub>2</sub></small>-adrenergic agonist, it is used (as the hydrobromide salt) as a bronchodilator in the management of reversible airway obstruction.
chembl: FENOTEROL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Fenoterol is a β2-adrenergic receptor agonist and bronchodilator medication used in the treatment of asthma.
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, but in the 1980s concerns emerged about its safety and its use being associated with an increased risk of death.