Compound: Bitolterol
SMILES: O=C(Oc1c(OC(=O)c2ccc(C)cc2)ccc(c1)C(O)CNC(C)(C)C)c3ccc(C)cc3
InChIKey: FZGVEKPRDOIXJY-UHFFFAOYSA-N
Synonyms: Bitolterol, 30392-40-6, Bitolterolum, 9KY0QXD6LI, DTXSID1022683, CHEBI:3133, DTXCID002683, Benzoic acid, 4-methyl-, 4-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-1,2-phenylene ester, 4-(2-(tert-butylamino)-1-hydroxyethyl)-o-phenylene di-p-toluate, 4-[2-(tert-Butylamino)-1-hydroxyethyl]-o-phenylene di-p-toluate, bis(4-methylbenzoic acid) 4-[2-(tert-butylamino)-1-hydroxyethyl]-1,2-phenylene ester, bitolterolo, bis(4-methylbenzoic acid) 4-(2-(tert-butylamino)-1-hydroxyethyl)-1,2-phenylene ester, RefChem:120554, R03AC17, 5-(2-(tert-butylamino)-1-hydroxyethyl)-2-(4-methylbenzoyloxy)phenyl 4-methylbenzoate, WIN 32784, Bitolterol (INN), Benzoic acid, 4-methyl-, 1,1'-[4-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,2-phenylene] ester, BITOLTEROL [INN], 4-(2-(tert-butylamino)-1-hydroxyethyl)-1,2-phenylene bis(4-methylbenzoate), Bitolterolum [INN-Latin], Bitolterol [INN:BAN], p-Toluic acid, 4-[2-(tert-butylamino)-1-hydroxyethyl]-o-phenylene ester ; S 1540, UNII-9KY0QXD6LI, [4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(4-methylbenzoyl)oxyphenyl] 4-methylbenzoate, 4-[2-(tert-Butylamino)-1-hydroxyethyl]-1,2-phenylene bis(4-methylbenzoate), S 1540, BITOLTEROL [MI], 4-(2-(tert-Butylamino)-1-hydroxyethyl-o-phenylene di-p-toluate, 4-(2-(tert-Butylamino)-1-hydroxyethyl-1,2-phenylen di-4-toluat, BITOLTEROL [VANDF], BITOLTEROL [WHO-DD], SCHEMBL28133, orb1739995, CHEMBL1201295, SCHEMBL29385409, FZGVEKPRDOIXJY-UHFFFAOYSA-N, Tox21_113730, DB00901, NCGC00253593-01, CAS-30392-40-6, C06853, D07534, L000939, Q4918914, .ALPHA.((TERT-BUTYLAMINO)METHYL)-3,4-DIHYDROXYBENZYL ALCOHOL 3,4-DI-P-TOLUATE, 4-[2-(tert-Butylamino)-1-hydroxyethyl]-2-[(4-methylbenzoyl)oxy]phenyl 4-methylbenzoate #, 4-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,2-diyl bis(4-methylbenzoate), 4-{2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl}benzene-1,2-diyl bis(4-methylbenzoate)
Theoretical properties:
molecular_formula: C28H31NO5
molecular_weight: 461.5 g/mol
exact_mass: 461.22022309 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 10
heavy_atom_count: 34
topological_polar_surface_area: 84.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Bitolterol is the di-4-toluate ester of (+-)-N-tert-butylnoradrenaline (colterol). A pro-drug for colterol, a beta2-adrenergic receptor agonist, bitolterol is used as its methanesulfonate salt for relief of bronchospasm in conditions such as asthma, chronic bronchitis and emphysema. It has a role as a beta-adrenergic agonist, a bronchodilator agent, an anti-asthmatic drug and a prodrug. It is a member of ethanolamines, a carboxylic ester, a secondary alcohol, a secondary amino compound and a diester.
chebi: The di-4-toluate ester of (±)-<em>N</em>-<em>tert</em>-butylnoradrenaline (colterol). A pro-drug for colterol, a β<small><sub>2</sub></small>-adrenergic receptor agonist, bitolterol is used as its methanesulfonate salt for relief of bronchospasm in conditions such as asthma, chronic bronchitis and emphysema.
chembl: BITOLTEROL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Bitolterol mesylate, formerly sold under the brand name Tornalate, is a short-acting β2-adrenergic receptor agonist used for the relief of bronchospasm in conditions such as asthma and chronic obstructive pulmonary disease (COPD). Bitolterol relaxes the smooth muscles  present continuously around the bronchi and bronchioles facilitating the flow of air through them.

Bitolterol is a prodrug of colterol. It has a rapid onset of action (2–5 minutes) and may last up to 6–8 hours.
The drug, alone or in co-administration with theophylline, doesn't show cardiotoxic effect.
The US Food and Drug Administration (FDA) approved bitolterol in December 1984. The drug was withdrawn from the market by Élan Pharmaceuticals in 2001.