Compound: Etilefrine
SMILES: Oc1cc(ccc1)C(O)CNCC
InChIKey: SQVIAVUSQAWMKL-UHFFFAOYSA-N
Synonyms: Etilefrine, Etilefrin, 709-55-7, 3-[2-(Ethylamino)-1-hydroxyethyl]phenol, N-Ethylnorphenylephrine, Ethylphenylephrine, Ethyladrianol, Etilefrina, dl-Etilefrin, (+-)-Etilefrine, Ethylefrine, Etilefrinum, Corcanfol, Ethylnorphenylephrine, 1-(3-Hydroxyphenyl)-2-(ethylamino)ethanol, alpha-((Ethylamino)methyl)-m-hydroxybenzyl alcohol, ZB6F8MY53V, S 40032, alpha-(m-Hydroxyphenyl)-beta-(ethylamino)ethanol, Benzenemethanol, alpha-((ethylamino)methyl)-3-hydroxy-, BENZYL ALCOHOL, alpha-((ETHYLAMINO)METHYL)-m-HYDROXY-, DTXSID1023029, S-40032, S-40032-7, 3-(2-(ethylamino)-1-hydroxyethyl)phenol, Fetanol, Adrianol, Ethyl, Eti Puren, Etilefrin ratiopharm, Hydrochloride, Etilefrine, RefChem:596831, Effortil depot perlongetten, DTXCID503029, C01CA01, Apha-((ethylamino)methyl)-3-hydroxybenzenemethanol, 211-910-4, Etilefrin hydrochloride, Etilefrine hcl, Effortil, Ethyl noradrianol, Racemic etilefrine, Etilefrine [INN], Ethyl adrianol, m-Hydroxyphenylethanolethylamine, 1-(3'-Hydroxyphenyl)-2-ethylaminoethanol, S 40032-7, 3-[2-(ethylamino)-1-hydroxy-ethyl]phenol, MLS000881153, Etiladrianol, Etilephrine, Etilefrine (INN), Funasol, 10128-36-6, Benzenemethanol, .alpha.-[(ethylamino)methyl]-3-hydroxy-, SMR000685797, .alpha.-((Ethylamino)methyl)-m-hydroxybenzyl alcohol, Etilefrina [DCIT], (+-)-Etilefrin, Etilefrinum [Latin], Ethylephrine hydrochloride, Etilefrina [Spanish], Benzyl alcohol, .alpha.-((ethylamino)methyl)-m-hydroxy-, Etilefrinum [INN-Latin], Etilefrin dl-form, Etilefrine [INN:BAN], EINECS 211-910-4, UNII-ZB6F8MY53V, ethylphenephrine, BENZENEMETHANOL, .ALPHA.-((ETHYLAMINO)METHYL)-3-HYDROXY-, 709-55-7 (free base), R,S-Ethylephrine, m-Hydroxy-alpha-(ethylaminomethyl)benzyl alcohol, Corcanfol (TN), EINECS 233-359-9, (+-)-Ethylephrine, ETILEFRINE-D5, Enamine_002760, ETILEFRIN [MI], (.+/-.)-Etilefrin, Prestwick0_001017, Prestwick1_001017, Prestwick2_001017, Prestwick3_001017, (.+/-.)-Etilefrine, EC 211-910-4, cid_3306, ETILEFRINE [WHO-DD], (+/-)-ETILEFRINE, Oprea1_593945, BSPBio_001173, CHEMBL86882, SCHEMBL150802, SPBio_003044, BPBio1_001291, NIOSH/DO5600010, SCHEMBL29603739, BDBM97154, CHEBI:91518, GTPL14324, HMS1401N10, HMS2233J17, HMS3370K09, HY-A0144, MSK11094, BBL027207, EBC-03548, STL377784, AKOS000116366, AKOS022060703, DB08985, IDI1_007107, NCGC00179276-01, NCGC00179276-04, DA-63314, 3-[2-(Ethylamino)-1-hydroxyethyl]phenol #, 3-[2-(ethylamino)-1-oxidanyl-ethyl]phenol, AB00514701, CS-0017466, DO56000100, NS00004054, EN300-33921, D07931, G89724, AB00514701-08, Q417873, benzene, 1-(2-ethylamino-1-hydroxy)ethyl-3-hydroxy-, BRD-A09925278-001-07-6, BRD-A09925278-003-03-1, BRD-A09925278-003-05-6, Z56836691, (+-)-alpha-((Ethylamino)methyl)-m-hydroxybenzyl alcohol, (1)-alpha-((Ethylamino)methyl)-m-hydroxybenzyl alcohol, .ALPHA.-(M-HYDROXYPHENYL)-.BETA.-(ETHYLAMINO)ETHANOL, Benzyl alcohol, alpha-((ethylamino)methyl)-m-hydroxy-, (+-), .alpha.-[(Ethylamino)methyl]-3-hydroxybenzenemethanol hydrochloride, Benzenemethanol, .alpha-[(ethylamino)methyl]-3-hydroxy-, hydrochloride
Theoretical properties:
molecular_formula: C10H15NO2
molecular_weight: 181.23 g/mol
exact_mass: 181.110278721 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 13
topological_polar_surface_area: 52.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 208-209
solubility: 18.9 [ug/mL] (The mean of the results at pH 7.4)
Descriptions:
pubchem: 3-[2-(ethylamino)-1-hydroxyethyl]phenol is a member of phenols.
chembl: ETILEFRINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Etilefrine, sold under the brand name Effortil among others, is a sympathomimetic medication used as an antihypotensive agent to treat orthostatic hypotension. It is usually used by mouth, but is also available as an injectable.
Side effects of etilefrine include nausea, tremors, and palpitations, among others. Etilefrine is an agonist of the α- and β-adrenergic receptors. It is a substituted phenethylamine and is related to epinephrine, phenylephrine, and norfenefrine.
Etilefrine was first described and introduced for medical use by 1949.