Compound: isoetharine
SMILES: Oc1c(O)ccc(c1)C(O)C(NC(C)C)CC
InChIKey: HUYWAWARQUIQLE-UHFFFAOYSA-N
Synonyms: isoetharine, Isoetarine, Dilabron, Etyprenaline, Isoetarin, 530-08-5, Isoetarina, Neoisuprel, Isoetarinum, Win-3406, 4-{1-hydroxy-2-[(propan-2-yl)amino]butyl}benzene-1,2-diol, DTXSID9048560, 1,2-Benzenediol, 4-(1-hydroxy-2-((1-methylethyl)amino)butyl)-, WIN3406, Etyprenalinum, WIN-3046, 4-(1-hydroxy-2-((propan-2-yl)amino)butyl)benzene-1,2-diol, 1,2-Benzenediol, 4-[1-hydroxy-2-[(1-methylethyl)amino]butyl]-, Mesylate, Isoetharine, RefChem:791859, DTXCID8028189, R03AC07, R03CC06, 208-472-1, YV0SN3276Q, Isoetarinum [INN-Latin], Isoetarina [INN-Spanish], Win 3406, 4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol, Isoetharine (USP), EINECS 208-472-1, Bronkometer; Dilabron; Etyprenaline; Isoctarine, Isoetharine [USAN:USP], Prestwick0_000749, Prestwick1_000749, Prestwick2_000749, Prestwick3_000749, Isoproterenol Impurity 42, Lopac0_000671, SCHEMBL56515, BSPBio_000738, cid_23702, SPBio_002677, BPBio1_000812, CHEBI:6005, GTPL7205, orb1689943, CHEMBL1201213, SCHEMBL29515330, BDBM52083, HY-B1481A, EBC-26275, AKOS040758641, CCG-204757, DB00221, SDCCGSBI-0050650.P003, NCGC00018239-02, NCGC00018239-03, NCGC00018239-04, NCGC00018239-06, NCGC00018239-08, NCGC00018239-11, NCGC00018239-13, NCGC00089806-02, NCGC00089806-03, DA-74554, SBI-0050650.P002, CS-0013625, NS00006761, C07053, D04625, EN300-24707093, L001043, Q6085646, BRD-A24587114-066-03-5, BRD-A24587114-066-14-2, BRD-A24587114-066-21-7, BRD-A24587114-066-22-5, BRD-A24587114-066-23-3, M1003_000, 4-(1-hydroxy-2-(isopropylamino)butyl)benzene-1,2-diol, 4-[1-Hydroxy-2-(isopropylamino)butyl]-1,2-benzenediol, 3,4-Dihydroxy-.alpha.-[1-(isopropylamino)propyl]benzyl alcohol, 4-[1-hydroxy-2-(isopropylamino)butyl]pyrocatechol;mesylic acid, 4-(1-HYDROXY-2-[(1-METHYLETHYL)AMINO]BUTYL)-1,2-BENZENEDIOL METHANESULFONATE SALT, methanesulfonic acid;4-[1-oxidanyl-2-(propan-2-ylamino)butyl]benzene-1,2-diol
Theoretical properties:
molecular_formula: C13H21NO3
molecular_weight: 239.31 g/mol
exact_mass: 239.15214353 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 17
topological_polar_surface_area: 72.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Appreciable
Descriptions:
{"pubchem": "Isoetharine is a catecholamine.", "chebi": null, "chembl": "ISOETHARINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Isoetharine is a selective short-acting \u03b22 adrenoreceptor agonist. It can be called the \"granddaughter of adrenalin\" in the line of \u03b22 agonists that gave quick relief for bronchospasm and asthma. Epinephrine (adrenalin) was the first of these, and next came isoprenaline (isoproterenol). Isoetharine was the third drug in this line, thus the third generation or granddaughter of the original.\nIn the western United States, it was the drug of choice in the late 1970s and early 1980s for nebulization (\"breathing treatment\") to relieve airway spasm. It generally gave sharp relief of shortness of breath, starting within two to five minutes after the patient began breathing the nebulized mist. This rapid onset is not as clearly present in later drugs.\nAll of the early \u03b22 agonist catecholamines used for bronchospasm had strong side effects, with increase in heart rate as the most common and most problematic. This came because its \"\u03b22 effect\" was not quite as selective as might be hoped. \u03b21 receptors appeared to also be stimulated in some patients, causing cardiac and other CNS side effects. With isoetharine this effect tended to be transient and usually went away within a matter of minutes after the end of the treatment. Increase in blood pressure also occurred in a small but significant percentage of cases, but also was almost invariably transient.\nBy the late 1980s, isoetharine was largely replaced by orciprenaline (metaproterenol), which seemed to have slightly less cardiac side effect and lasted a couple of hours longer. Orciprenaline in turn was replaced by salbutamol (albuterol). Some practitioners still believe that these later aerosolized bronchodilators never gave quite as quick of relief from asthmatic shortness of breath as did isoetharine. Thus they see a continued specialty role in treatment of severe shortness of breath that does not improve in the first five minutes of salbutamol treatment."}