Compound: metaproterenol
SMILES: Oc1cc(O)cc(c1)C(O)CNC(C)C
InChIKey: LMOINURANNBYCM-UHFFFAOYSA-N
Synonyms: metaproterenol, ORCIPRENALINE, 586-06-1, Orciprenalina, Orciprenalinum, (RS)-1-(3,5-Dihydroxyphenyl)-2-isopropylaminoethanol, 5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol, 53QOG569E0, 3,5-Dihydroxy-alpha-((isopropylamino)methyl)benzyl alcohol, NSC-757089, CHEBI:6792, DTXSID8048529, 5-(1-hydroxy-2-((propan-2-yl)amino)ethyl)benzene-1,3-diol, RefChem:856847, Polistirex, Metaproterenol, DTXCID9027996, CHEBI:82719, R03AB03, R03CB03, 209-569-1, Orciprenalinum [INN-Latin], Orciprenalina [INN-Spanish], Orciprenaline [INN], 5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol, Orciprenaline (INN), CHEMBL776, 1,3-Benzenediol, 5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-, 1,3-Benzenediol, 5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]-, CCRIS 9017, SR-01000075168, EINECS 209-569-1, Orciprenaline [INN:BAN], BRN 2807247, Orciprenalin, UNII-53QOG569E0, Spectrum_000925, Prestwick0_000505, Prestwick1_000505, Prestwick2_000505, Prestwick3_000505, Spectrum2_000096, Spectrum3_000492, Spectrum4_000044, Spectrum5_000952, METAPROTERENOL [MI], SCHEMBL4270, Lopac0_000734, BSPBio_000429, BSPBio_001983, KBioGR_000507, KBioSS_001405, DivK1c_000645, METAPROTERENOL [VANDF], SPECTRUM1500390, SPBio_000052, SPBio_002350, ORCIPRENALINE [WHO-DD], BPBio1_000473, GTPL7250, orb1706992, SCHEMBL23728225, CHEBI:83329, HMS502A07, HY-B1276A, KBio1_000645, KBio2_001405, KBio2_003973, KBio2_006541, KBio3_001483, NINDS_000645, HMS1920L09, HMS2091D04, HMS3259J13, Pharmakon1600-01500390, Benzyl alcohol, 3,5-dihydroxy-alpha-((isopropylamino)methyl)-, BDBM50295572, CCG-38914, EBC-26209, NSC757089, AKOS022506181, DB00816, NC00651, NSC 757089, SDCCGSBI-0050712.P005, IDI1_000645, NCGC00015655-02, NCGC00015655-03, NCGC00015655-04, NCGC00015655-05, NCGC00015655-06, NCGC00015655-14, NCGC00094718-01, NCGC00094718-02, NCGC00094718-03, SBI-0050712.P004, AB00052037, CS-0013668, NS00002953, C07144, D08300, EN300-142650, 1-(3,5-Dihydroxyphenyl)-2-isopropylaminoethanol, AB00052037_09, AB00052037_10, L000678, Q416473, SR-01000075168-1, SR-01000075168-4, BRD-A07780951-001-06-3, BRD-A07780951-001-08-9, BRD-A07780951-065-09-2, BRD-A07780951-065-10-0, 5-(1-Hydroxy-2-isopropylamino-ethyl)-benzene-1,3-diol, 5-[1-hydroxy-2-(isopropanylamino)ethyl]benzene-1,3-diol, 5-[1-Hydroxy-2-(isopropylamino)ethyl]-1,3-benzenediol #, [2-(3,5-Dihydroxy-phenyl)-2-hydroxy-ethyl]-isopropyl-ammonium, 3,5-Dihydroxy-.alpha.-((isopropylamino)methyl)benzyl alcohol, benzene, 1,3-dihydroxy-5-(1-hydroxy-2-isopropylamino)ethyl-, 5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol, 6, Benzyl alcohol, 3,5-dihydroxy-.alpha.-((isopropylamino)methyl)-, [2-(3,5-Dihydroxy-phenyl)-2-hydroxy-ethyl]-isopropyl-ammonium (orciprenaline)
Theoretical properties:
molecular_formula: C11H17NO3
molecular_weight: 211.26 g/mol
exact_mass: 211.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 15
topological_polar_surface_area: 72.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 9.7mg/L
Descriptions:
pubchem: Metaproterenol is a member of phenylethanolamines.
chembl: METAPROTERENOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Orciprenaline, also known as metaproterenol, is a bronchodilator used in the treatment of asthma. Orciprenaline is a moderately selective β2 adrenergic receptor agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on α adrenergic receptors. The pharmacologic effects of β adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through β adrenergic receptors of intracellular adenylyl cyclase, the enzyme which catalyzes the conversion of ATP to cAMP. Increased cAMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from many cells, especially from mast cells.