Compound: Levopropoxyphene
SMILES: O=C(O[C@@](c1ccccc1)([C@H](CN(C)C)C)Cc2ccccc2)CC
InChIKey: XLMALTXPSGQGBX-PGRDOPGGSA-N
Synonyms: Levopropoxyphene, l-Propoxyphene, (-)-Propoxyphene, Levopropoxifeno, 2338-37-6, Levopropossifene, Levopropoxyphenum, (l)-Propoxyphene, Propoxyphene, l-, Propoxyphene, (-)-, U75VZ9PK1J, DTXSID8023212, CHEBI:51174, (-)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-(propionyloxy)butane, (R)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate, alpha-L-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol propionate, (2R,3S)-4-(DIMETHYLAMINO)-3-METHYL-1,2-DIPHENYLBUTAN-2-YL PROPANOATE, 2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester), (-)-, Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (R-(R*,S*))-, RefChem:153228, Napsylate, Levopropoxyphene, DTXCID803212, Hydrate, Levopropoxyphene Napsylate, Napsylate Hydrate, Levopropoxyphene, Hydrate, Levopropoxyphene 2-naphthalenesulfonate, Levopropoxyphene 2 naphthalenesulfonate Hydrate, (1R,2S)-1-Benzyl-3-dimethylamino-2-methyl-1-phenylpropyl propionate naphthalene-2-sulphonate monohydrate, [(2R,3S)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate, Levo-Propoxyphene, Levopropoxiphenum, Levopropossifene [DCIT], UNII-U75VZ9PK1J, Levopropoxyphene [INN:BAN], Levopropoxifeno [INN-Spanish], Levopropoxyphenum [INN-Latin], HSDB 3414, LEVOPROPOXYPHENE [MI], LEVOPROPOXYPHENE [INN], SCHEMBL158770, 1-Benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propionate #, LEVOPROPOXYPHENE [HSDB], CHEMBL1738990, LEVOPROPOXYPHENE [WHO-DD], XLMALTXPSGQGBX-PGRDOPGGSA-N, (2R,3S)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propionate, AKOS040752542, DB06793, NS00068553, Q3831365, (1R,2S)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate, (-)-.ALPHA.-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA-PHENYLPHENETHYL PROPIONATE, (1R,2S)-3-(dimethylamino)-2-methyl-1-phenyl-1-(phenylmethyl)propyl propanoate, (.ALPHA.R)-.ALPHA.-((1S)-2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYLBENZENEETHANOL PROPANOATE (ESTER), Benzeneethanol, alpha-((1S)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (alphaR)-
Theoretical properties:
molecular_formula: C22H29NO2
molecular_weight: 339.5 g/mol
exact_mass: 339.219829168 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 9
heavy_atom_count: 25
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: CRYSTALS FROM PETROLEUM ETHER
color: CRYSTALS FROM PETROLEUM ETHER
melting_point: 75-76ºC
Descriptions:
pubchem: Levopropoxyphene is a 1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate. It has a role as an antitussive. It is an enantiomer of a dextropropoxyphene.
chembl: LEVOPROPOXYPHENE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Levopropoxyphene is an antitussive.  It is an optical isomer of dextropropoxyphene. The racemic mixture is called propoxyphene. Only the dextro-isomer (dextropropoxyphene) has an analgesic effect; the levo-isomer appears to exert only an antitussive effect.  It was formerly marketed in the U.S. by Eli Lilly under the tradename Novrad (a reversal of Darvon) as an antitussive. Unlike many antitussives, it binds poorly to the sigma-1 receptor.