Page last updated: 2024-12-06

norpropoxyphene

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

norpropoxyphene: major metabolite of propoxyphene; RN given refers to cpd without isomeric designation; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID18804
CHEBI ID166662
MeSH IDM0043482

Synonyms (21)

Synonym
[3-methyl-4-(methylamino)-1,2-diphenylbutan-2-yl] propanoate
3376-94-1
CHEBI:166662
1,2-diphenyl-4-(methylamino)-3-methyl-2-butanol propionate
2-butanol, 1,2-diphenyl-4-(methylamino)-3-methyl-, propionate
1,2-diphenyl-3-methyl-4-(methylamino)-2-butanol propionate (ester)
norpropoxyphene
2-butanol, 1,2-diphenyl-4-(methylamino)-3-methyl-, propionate (ester)
2-butanol, 1,2-diphenyl-3-methyl-4-(methylamino)-, propionate (ester)
1,2-diphenyl-4-(methylamino)-3-methyl-2-butanol propionate (ester)
66796-40-5
1-benzyl-2-methyl-3-(methylamino)-1-phenylpropyl propionate #
IKACRWYHQXOSGM-UHFFFAOYSA-N
propoxyphene, n-desmethyl
3-methyl-4-(methylamino)-1,2-diphenylbutan-2-yl propanoate
DTXSID10273960
3-methyl-4-(methylamino)-1,2-diphenyl-2-butanyl propionate
norpropoxyphene #2
norpropoxyphene #1
(+)-norpropoxyphene (maleate)
benzeneethanol, ?-[1-methyl-2-(methylamino)ethyl]-?-phenyl-, 1-propanoate

Research Excerpts

Overview

Norpropoxyphene is a relatively weak mu-opioid receptor agonist. It is a major metabolite of propoxypene (P)

ExcerptReferenceRelevance
"Norpropoxyphene (NP) is a major metabolite of propoxyphene (P), a relatively weak mu-opioid receptor agonist. "( Norpropoxyphene-induced cardiotoxicity is associated with changes in ion-selectivity and gating of HERG currents.
Daenens, P; Tytgat, J; Ulens, C, 1999
)
3.19

Toxicity

ExcerptReferenceRelevance
" Toxic blood concentrations ranging from 3 to 180 mumol/l have been reported and the accumulation of NP in cardiac tissue leads to naloxone-insensitive cardiotoxicity."( Norpropoxyphene-induced cardiotoxicity is associated with changes in ion-selectivity and gating of HERG currents.
Daenens, P; Tytgat, J; Ulens, C, 1999
)
1.75

Pharmacokinetics

ExcerptReferenceRelevance
" There were no significant differences in median D and ND half-life, AUC, Cmax and tmax between the male and female subjects in either group."( Pharmacokinetics of dextropropoxyphene and nordextropropoxyphene in young and elderly volunteers after single and multiple dextropropoxyphene dosage.
Crome, P; Flanagan, RJ; Johnston, A; White, AS, 1989
)
0.28
" Ethanol did not induce any significant changes in apparent t 1/2 or Cmax of propoxyphene or norpropoxyphene."( Pharmacokinetic interaction of propoxyphene with ethanol.
Degani, NC; Foltz, RL; Hamilton, CA; Kaplan, HL; Sellers, EM, 1985
)
0.49

Compound-Compound Interactions

ExcerptReferenceRelevance
"The respiratory and psychomotor effects of a single oral dose of meptazinol (200 mg) and dextropropoxyphene (65 mg)/paracetamol (650 mg) mixture, was compared alone and in combination with ethanol (0."( Comparison of the effects of therapeutic doses of meptazinol and a dextropropoxyphene/paracetamol mixture alone and in combination with ethanol on ventilatory function and saccadic eye movements.
Ali, NA; Allen, EM; Graham, DF; Marshall, RW; Richens, A, 1985
)
0.27

Bioavailability

ExcerptReferenceRelevance
" Ethanol was shown to enhance the bioavailability of propoxyphene by 25% probably by reducing its first-pass metabolism."( Enhancement of propoxyphene bioavailability by ethanol. Relation to psychomotor and cognitive function in healthy volunteers.
Bertaux, L; Dellatolas, F; Fournier, PE; Girre, C; Hirschhorn, M; Moreno, M; Ngo, R; Palombo, S, 1991
)
0.28
"5 g/kg) had no effect on the bioavailability of propoxyphene."( The effect of ethanol intake on propoxyphene absorption and biotransformation in dogs.
Aune, H; Bodd, E; Gulliksen, M; Lilleaasen, P; Mørland, J; Olsen, H, 1986
)
0.27

Dosage Studied

ExcerptRelevanceReference
" The mean elimination half-life of dextropropoxyphene after multiple dosing was 35."( Pharmacokinetics of dextropropoxyphene and nordextropropoxyphene in elderly hospital patients after single and multiple doses of distalgesic. Preliminary analysis of results.
Crome, P; Flanagan, RJ; Gain, R; Ghurye, R, 1984
)
0.27
" While little information is available concerning P and NP disposition in neonates, dosage estimates based on kinetic and pharmacologic assumptions suggest that the estimated amounts consumed by the neonate after the mother is given the recommended dose of the drug are not likely to result in toxic plasma levels."( Excretion of propoxyphene and norpropoxyphene in breast milk.
Kunka, RL; Ladik, CF; Stern, RM; Venkataramanan, R, 1984
)
0.56
" Both P and NP cumulated during repeated dosing to levels 5 to 7 times those after the first dose."( Propoxyphene and norpropoxyphene kinetics after single and repeated doses of propoxyphene.
Colburn, WA; Dayton, HE; Inturrisi, CE; O'Brien, CP; Verebey, K; Woody, GE, 1982
)
0.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
stilbenoidAny olefinic compound characterised by a 1,2-diphenylethylene backbone.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-199028 (65.12)18.7374
1990's8 (18.60)18.2507
2000's6 (13.95)29.6817
2010's1 (2.33)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.73

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.73 (24.57)
Research Supply Index4.09 (2.92)
Research Growth Index4.04 (4.65)
Search Engine Demand Index31.58 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.73)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (7.27%)5.53%
Reviews2 (3.64%)6.00%
Case Studies5 (9.09%)4.05%
Observational0 (0.00%)0.25%
Other44 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]