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QuickView for Propoxyphene (compound)


PubChem
Name: Dextropropoxyphene
PubChem Compound ID: 10100
Description: A narcotic analgesic structurally related to METHADONE. Only the dextro-isomer has an analgesic effect; the levo-isomer appears to exert an antitussive effect.
Molecular formula: C22H29NO2
Molecular weight: 339.471 g/mol
Synonyms:
alpha-D-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol-propionat [German]; (S)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propanoate; Antalvic; (+)-1,2-Diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane; HSDB 3175; Dextropropoxyphene; EINECS 207-420-5; Femadol; 2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate, (+)-; Algafan.
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DrugBank
Identification
Name: Dextropropoxyphene
Name (isomeric): DB00647
Drug Type: small molecule
Description: A narcotic analgesic structurally related to METHADONE. Only the dextro-isomer has an analgesic effect; the levo-isomer appears to exert an antitussive effect.
Synonyms:
Dextropropoxyphene; Propoxyphene HCl; D-Propoxyphene; Dextropropoxyphene-M; Dextroproxifeno
Brand: Kesso-Gesic, Darvon-N, Dolene, Darvon, Antalvic, Doloxen, Doloxene, Proxagesic, Propoxychel, Prophene 65, Dolocap, Propacet, Algafan, Erantin, Deprancol, Propoxyphene HCl 65, Femadol, Depromic, Harmar
Category: Narcotics, Analgesics, Antitussives, Analgesics, Opioid
CAS number: 469-62-5
Pharmacology
Indication: For the relief of mild to moderate pain
Pharmacology:
Propoxyphene, a synthetic opiate agonist, is structurally similar to methadone. Its general pharmacologic properties are those of the opiates as a group. The analgesic effect of propoxyphene is due to the d-isomer, dextropropoxyphene. It binds to the opiate receptors and leads to a decrease of the perception of pain stimuli. Propoxyphene possesses ...
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Mechanism of Action:
Propoxyphene acts as a weak agonist at OP1, OP2, and OP3 opiate receptors within the central nervous system (CNS). Propoxyphene primarily affects OP3 receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding of the op...
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Biotransformation: Hepatic
Route of elimination: The major route of metabolism is cytochrome CYP3A4 mediated N-demethylation to norpropoxyphene, which is excreted by the kidneys. In 48 hours, approximately 20% to 25% of the administered dose of propoxyphene is excreted via the urine, most of which is free or conjugated norpropoxyphene.
Half Life: 6-12 hours
Clearance: 2.6 L/min
Toxicity: Coma, respiratory depression, circulatory collapse, and pulmonary edema. Seizures occur more frequently in patients with propoxyphene intoxication than in those with opiate intoxication. LD50=230mg/kg (orally in rat, Emerson)
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take without regard to meals. Avoid alcohol.
Drug interaction:
TriprolidineThe CNS depressants, Triprolidine and Propoxyphene, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
RitonavirRitonavir increases the levels of analgesic
AtomoxetineThe CYP2D6 inhibitor could increase the effect and toxicity of atomoxetine
AnisindionePropoxyphene may increase the anticoagulant effect of anisindione.
TranylcypromineIncreased risk of serotonin syndrome. Concomitant use should be avoided.
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