Dextropropoxyphene napsylateProduct ingredient for Dextropropoxyphene
- Name
- Dextropropoxyphene napsylate
- Drug Entry
- Dextropropoxyphene
Dextropropoxyphene is an opioid analgesic manufactured by Eli Lilly and Company. It is used in the symptomatic treatment of mild pain. It displays antitussive and local anaesthetic actions. Due to the risk of cardiac arrhythmias and overdose, possibly leading to death, dextropropoxyphene has been withdrawn from the market in Europe and the United States. The drug is often referred to as the general form, "propoxyphene", however only the dextro-isomer (dextropropoxyphene) has any analgesic effect. The levo-isomer appears to exhibit a very limited antitussive effect.
- Accession Number
- DBSALT001000 (DB09396)
- Structure
Structure for Dextropropoxyphene napsylate (DBSALT001000)
- Synonyms
- d-Propoxyphene napsylate hydrate / Dextropropoxyphene napsilate / Propoxyphene napsilate / Propoxyphene napsylate
- External IDs
- S-9700
- UNII
- 38M219L1OJ
- CAS Number
- 26570-10-5
- Weight
- Average: 565.73
Monoisotopic: 565.249809154 - Chemical Formula
- C32H39NO6S
- InChI Key
- GBKONKCASNNUQD-VGHSCWAPSA-N
- InChI
- InChI=1S/C22H29NO2.C10H8O3S.H2O/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;11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10;/h6-15,18H,5,16-17H2,1-4H3;1-7H,(H,11,12,13);1H2/t18-,22+;;/m1../s1
- IUPAC Name
- (2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate naphthalene-2-sulfonic acid hydrate
- SMILES
- O.OS(=O)(=O)C1=CC2=CC=CC=C2C=C1.CCC(=O)O[C@@](CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1
- External Links
- PubChem Compound
- 33544
- PubChem Substance
- 347827841
- ChemSpider
- 30946
- ChEBI
- 51179
- ChEMBL
- CHEMBL3989716
- Wikipedia
- Dextropropoxyphene
- Predicted Properties
Property Value Source Water Solubility 0.00419 mg/mL ALOGPS logP 4.06 ALOGPS logP 4.9 Chemaxon logS -4.9 ALOGPS pKa (Strongest Basic) 9.52 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 29.54 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 102.88 m3·mol-1 Chemaxon Polarizability 38.71 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon