dextropropoxyphene   Click here for help

GtoPdb Ligand ID: 7593

Synonyms: (+)-alpha-propoxyphene | Darvon® | propoxyphene
Approved drug
dextropropoxyphene is an approved drug
Compound class: Synthetic organic
Comment: Dextropropoxyphene is principally an opioid analgesic. Chemically it is an optical isomer of levopropoxyphene (the (2R,3S) optical isomer with PubChem CID 200742); dextropropoxyphene being the (2S,3R) enantiomer. Marketing in Europe and the US has been discontinued due to concerns of fatal overdoses and heart arrhythmias.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 29.54
Molecular weight 339.22
XLogP 4.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=O)OC(c1ccccc1)(C(CN(C)C)C)Cc1ccccc1
Isomeric SMILES CCC(=O)O[C@](c1ccccc1)([C@@H](CN(C)C)C)Cc1ccccc1
InChI InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22+/m1/s1
InChI Key XLMALTXPSGQGBX-GCJKJVERSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
[(2S,3R)-4-dimethylamino-3-methyl-1,2-di(phenyl)butan-2-yl] propanoate
International Nonproprietary Names Click here for help
INN number INN
740 dextropropoxyphene
Synonyms Click here for help
(+)-alpha-propoxyphene | Darvon® | propoxyphene
Database Links Click here for help
CAS Registry No. 469-62-5
ChEMBL Ligand CHEMBL1213351
DrugBank Ligand DB00647
DrugCentral Ligand 844
GtoPdb PubChem SID 223365928
PubChem CID 10100
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Wikipedia Dextropropoxyphene