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]
ID Source | ID |
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PubMed CID | 18804 |
CHEBI ID | 166662 |
MeSH ID | M0043482 |
Synonym |
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[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 |
Norpropoxyphene is a relatively weak mu-opioid receptor agonist. It is a major metabolite of propoxypene (P)
Excerpt | Reference | Relevance |
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"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 |
Excerpt | Reference | Relevance |
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" 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 |
Excerpt | Reference | Relevance |
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" 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 |
Excerpt | Reference | Relevance |
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"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 |
Excerpt | Reference | Relevance |
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" 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 |
Excerpt | Relevance | Reference |
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" 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 |
Class | Description |
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stilbenoid | Any 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 28 (65.12) | 18.7374 |
1990's | 8 (18.60) | 18.2507 |
2000's | 6 (13.95) | 29.6817 |
2010's | 1 (2.33) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (25.73) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 4 (7.27%) | 5.53% |
Reviews | 2 (3.64%) | 6.00% |
Case Studies | 5 (9.09%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 44 (80.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |