Compound: Dextropropoxyphene
SMILES: O=C(O[C@](c1ccccc1)([C@@H](CN(C)C)C)Cc2ccccc2)CC
InChIKey: XLMALTXPSGQGBX-GCJKJVERSA-N
Synonyms: Dextropropoxyphene, propoxyphene, d-Propoxyphene, Dextropropoxyphen, Algafan, Dextroproxifeno, Destropropossifene, Antalvic, Dextropropoxifeno, Depromic, Dextropropoxyphenum, Propoxyphene, (+)-, 469-62-5, Proxyvon, SK 65, Propoxyphene, d-, 4-Dimethylamino-3-methyl-1,2-diphenyl-2-propoxybutane, SK-65, (+)-1,2-Diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane, (+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-propionyloxybutane, alpha-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate ester, J5.928E, (S)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate, S2F83W92TK, alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol-propionat, IDS-ND-004(SECT.2), alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol propionate, (1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate, 2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester), (2S,3R)-, DTXSID1023524, CHEBI:51173, Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (S-(R*,S*))-, (2S,3R)-4-(Dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate, Benzeneethanol, alpha-((1R)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (alphaS)-, D Propoxyphene, ((2S,3R)-4-dimethylamino-3-methyl-1,2-di(phenyl)butan-2-yl) propanoate, [(2S,3R)-4-dimethylamino-3-methyl-1,2-di(phenyl)butan-2-yl] propanoate, RefChem:56400, CHEBI:8497, DTXCID503524, ((1S,2S)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenyl-propyl) propanoate, 207-420-5, Proxagesic, II2G62OV6F, (+/-)-PROPOXYPHENE, 2621-61-6, Dextropropoxyphene (INN), 2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate, (+)-, Dextroproxifeno [Spanish], Propoxypene, Destropropossifene [DCIT], DEXTROPROPOXYPHENE [INN], alpha-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate, Propoxyphene, dl-, Dextropropoxifeno [INN-Spanish], Dextropropoxyphenum [INN-Latin], (D)-PROPOXYPHENE, Dextropropoxyphene [INN:BAN], HSDB 3175, DEXTROPROPOXYPHENE (1.0mg/ml in Acetonitrile), EINECS 207-420-5, (+)-PROPOXYPHENE, UNII-II2G62OV6F, UNII-S2F83W92TK, USAF EL-84, Bulk dextropropoxyphene (non-dosage forms), Propoxyphene-d, DEA No. 9273, alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol-propionat [German], Darvon (Salt/Mix), Dolene (Salt/Mix), Abalgin (Salt/Mix), Doloxen (Salt/Mix), Erantin (Salt/Mix), Romidon (Salt/Mix), Doloxene (Salt/Mix), C07406, D07809, .alpha.-d-Propoxyphene, (+)-alpha-propoxyphene, PROPOXYPHENE [MI], alpha-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-propionoxybutane, PROPOXYPHENE [HSDB], PROPOXYPHENE [VANDF], SCHEMBL25405, GTPL7593, CHEMBL1213351, BDBM82269, PROPOXYPHENE, (+/-)-, DEXTROPROPOXYPHENE [MART.], DTXSID001361184, DEXTROPROPOXYPHENE [WHO-DD], Benzeneethanol, .alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-phenyl-, propanoate (ester), [S-(R*,S*)]-, DB00647, CAS_469-62-5, Dextropropoxyphene (1 mg/ml in Acetonitrile), Dextropropoxyphene 0.1 mg/ml in Acetonitrile, Dextropropoxyphene 1.0 mg/ml in Acetonitrile, Q2268608, (+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate, (2S,3R)-(+)-4-(DIMETHYLAMINO)-3-METHYL-1,2-DIPHENYL-2-BUTANOL PROPIONATE (ESTER), (2S,3R)-(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate(ester), .alpha.-(+)-4-Dimethylamino-1,2-diphenyl-3-methyl-2-butanol propionate ester, 1-Benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propionate, [S-(R*,S*)]- #, BENZENEETHANOL, .ALPHA.-((1R)-2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYL-, 1-PROPANOATE, (.ALPHA.S)-, BENZENEETHANOL, .ALPHA.-((1R)-2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYL-, 1-PROPANOATE, (.ALPHA.S)-REL-, Benzeneethanol, .alpha.-[2-(dimethylamino)-1-methylethyl]-.alpha.-phenyl-, propanoate, [S-(R*,S*)]-
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
Descriptions:
pubchem: Dextropropoxyphene is the (1S,2R)-(+)-diastereoisomer of propoxyphene. It has a role as an opioid analgesic and a mu-opioid receptor agonist. It is an enantiomer of a levopropoxyphene.
chebi: The (1<i>S</i>,2<i>R</i>)-(+)-diastereoisomer of propoxyphene.
chembl: PROPOXYPHENE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Dextropropoxyphene is an opioid analgesic patented in 1955 and manufactured by Eli Lilly and Company. It is an optical isomer of levopropoxyphene. It is intended to treat mild pain and also has antitussive (cough suppressant) and local anesthetic effects. The drug has been taken off the market in Europe and the United States due to concerns of fatal overdoses and heart arrhythmias. It is still available in Australia, albeit with restrictions after an application by its manufacturer to review its proposed banning. Its onset of analgesia (pain relief) is said to be 20–30 minutes and peak effects are seen about 1.5–2.0 hours after oral administration.
Dextropropoxyphene is sometimes combined with paracetamol (acetaminophen). Trade names include Darvocet-N, Di-Gesic, and Darvon with APAP (for dextropropoxyphene and paracetamol). The British approved name (i.e. the generic name of the active ingredient) of the paracetamol/dextropropoxyphene preparation is co-proxamol (sold under a variety of brand names); however, it has been withdrawn since 2007, and is no longer available to new patients, with exceptions. The paracetamol combinations are known as Capadex or Di-Gesic in Australia, Lentogesic in South Africa, and Di-Antalvic in France (unlike co-proxamol, which is an approved name, these are all brand names).