Page last updated: 2024-12-11

normorphine

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

Description

normorphine: RN given refers to (5 alpha,6 alpha)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5462508
CHEMBL ID1227
CHEBI ID7633
SCHEMBL ID26387
MeSH IDM0056218

Synonyms (35)

Synonym
4r,4ar,7s,7ar,12bs)-1,2,3,4,4a,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
gtpl1630
normorfina [inn-spanish]
dea no. 9313
morphinan-3,6-alpha-diol, 7,8-didehydro-4,5-alpha-epoxy-
einecs 207-381-4
morphinan-3,6alpha-diol, 7,8-didehydro-4,5alpha-epoxy-
normorphine [inn:ban:dcf]
4,5-epoxy-3,6-dihydroxymorphin-7-ene
morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-, (5alpha,6alpha)-
brn 5297209
normorphinum [inn-latin]
nsc 270042
nsc-270042
desmethylmorphine
n-normorphine
(-)-normorphine
normorphine
466-97-7
CHEMBL1227 ,
n-demethylmorphine
chebi:7633 ,
ids-nn-008
normorphinum
unii-xui1y24imi
xui1y24imi ,
normorfina
normorphine [inn]
normorphine [mi]
morphinan-3,6.alpha.-diol, 7,8-didehydro-4,5.alpha.-epoxy-
SCHEMBL26387
normorphine (7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diol)
normorphine 1.0 mg/ml in methanol
7,8-didehydro-4,5alpha-epoxy-morphinan-3,6alpha-diol
(1s,5r,13r,14s,17r)-12-oxa-4-azapentacyclo[9.6.1.0?,??.0?,??.0?,??]octadeca-7,9,11(18),15-tetraene-10,14-diol

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" The terminal half-life of normorphine was 23."( Morphine pharmacokinetics and metabolism in humans. Enterohepatic cycling and relative contribution of metabolites to active opioid concentrations.
Hasselström, J; Säwe, J, 1993
)
0.58
" The present assay was applied to a pharmacokinetic study in rats after intraperitoneal administration of morphine."( High-performance liquid chromatography-mass spectrometry-mass spectrometry analysis of morphine and morphine metabolites and its application to a pharmacokinetic study in male Sprague-Dawley rats.
McErlane, KM; Ong, MC; Zheng, M, 1998
)
0.3
" The pharmacokinetic findings are compatible with a more rapid and extensive initial effect of IV morphine compared with IM."( Serum and cerebrospinal fluid morphine pharmacokinetics after single doses of intravenous and intramuscular morphine after hip replacement surgery.
Borchgrevink, PC; Dale, O; Klepstad, P; Nilsen, T; Thoner, J; Tveita, T, 2007
)
0.34
" The simultaneous quantification of morphine, fentanyl and its metabolites via this simple and time- and cost-efficient method could be successfully applied to samples taken for pharmacokinetic evaluation (antemortem and postmortem) after a single dose of morphine or co-administration of morphine with other drugs (e."( Determination of Morphine, Fentanyl and Their Metabolites in Small Sample Volumes Using Liquid Chromatography Tandem Mass Spectrometry.
Gleba, J; Kim, J, 2020
)
0.56

Bioavailability

ExcerptReferenceRelevance
"8 L/kg and oral bioavailability was 29."( Morphine pharmacokinetics and metabolism in humans. Enterohepatic cycling and relative contribution of metabolites to active opioid concentrations.
Hasselström, J; Säwe, J, 1993
)
0.29

Dosage Studied

ExcerptRelevanceReference
" Dose-response curves were constructed for the opioid effects on C fibre evoked activity of dorsal horn nociceptive neurones following intrathecal application of each opioid, and the ED50 values were correlated with lipid solubility."( Intrathecal opioids, potency and lipophilicity.
Dickenson, AH; McQuay, HJ; Smallman, K; Sullivan, AF, 1989
)
0.28
" Both the morphine and normorphine dose-response lines were displaced to the left in the presence of DPDPE."( Modulation of mu-mediated antinociception by delta agonists in the mouse: selective potentiation of morphine and normorphine by [D-Pen2,D-Pen5]enkephalin.
Haaseth, RC; Heyman, JS; Mosberg, HI; Porreca, F; Vaught, JL, 1989
)
0.8
" In contrast, removal of the morphine pellet 3 hours prior to the analgesic evaluation apparently unmasked the expression of tolerance and cross-tolerance as evidenced by a three fold, parallel shift to the right of the analgesic dose-response curve for subcutaneously administered etorphine and methadone and a seven fold shift to intracerebroventricularly administered morphine."( Differential analgesic cross-tolerance to morphine between lipophilic and hydrophilic narcotic agonists.
Paktor, J; Vaught, JL, 1984
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
morphinane alkaloidAn isoquinoline alkaloid based on a morphinan skeleton and its substituted derivatives.
[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]

Pathways (1)

PathwayProteinsCompounds
Codeine and morphine metabolism07

Bioassays (15)

Assay IDTitleYearJournalArticle
AID139795Inhibitory effect of naloxone antagonism1981Journal of medicinal chemistry, May, Volume: 24, Issue:5
New analgesic drugs derived from phencyclidine.
AID781325pKa (acid-base dissociation constant) as determined by Liao ref: J Chem Info Model 20092014Pharmaceutical research, Apr, Volume: 31, Issue:4
Comparison of the accuracy of experimental and predicted pKa values of basic and acidic compounds.
AID25846Amine pKa of compound1996Journal of medicinal chemistry, Oct-25, Volume: 39, Issue:22
Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucuronide and other related opiates.
AID25850Phenolic pKa of compound1996Journal of medicinal chemistry, Oct-25, Volume: 39, Issue:22
Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucuronide and other related opiates.
AID19243Partition coefficient of anion (logD)1996Journal of medicinal chemistry, Oct-25, Volume: 39, Issue:22
Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucuronide and other related opiates.
AID624620Specific activity of expressed human recombinant UGT2B7H2000Annual review of pharmacology and toxicology, , Volume: 40Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID781326pKa (acid-base dissociation constant) as determined by Avdeef ref: DOI: 10.1002/047145026X2014Pharmaceutical research, Apr, Volume: 31, Issue:4
Comparison of the accuracy of experimental and predicted pKa values of basic and acidic compounds.
AID18980Log D of compound; LogD at pH 7.41996Journal of medicinal chemistry, Oct-25, Volume: 39, Issue:22
Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucuronide and other related opiates.
AID19240Partition coefficient of Zwitterion (logD)1996Journal of medicinal chemistry, Oct-25, Volume: 39, Issue:22
Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucuronide and other related opiates.
AID624621Specific activity of expressed human recombinant UGT2B7Y2000Annual review of pharmacology and toxicology, , Volume: 40Human UDP-glucuronosyltransferases: metabolism, expression, and disease.
AID19246Partition coefficient of cation (logD)1996Journal of medicinal chemistry, Oct-25, Volume: 39, Issue:22
Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucuronide and other related opiates.
AID78206Concentration to produce 50%inhibition of the electrically evoked twitch in guinea pig1989Journal of medicinal chemistry, Oct, Volume: 32, Issue:10
The xanthene-9-spiro-4'-piperidine nucleus as a probe for opiate activity.
AID1346329Human kappa receptor (Opioid receptors)1998NIDA research monograph, Mar, Volume: 178Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
AID1346364Human mu receptor (Opioid receptors)1998NIDA research monograph, Mar, Volume: 178Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
AID1346361Human delta receptor (Opioid receptors)1998NIDA research monograph, Mar, Volume: 178Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (148)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990104 (70.27)18.7374
1990's28 (18.92)18.2507
2000's9 (6.08)29.6817
2010's5 (3.38)24.3611
2020's2 (1.35)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.85

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 Index32.85 (24.57)
Research Supply Index5.10 (2.92)
Research Growth Index4.17 (4.65)
Search Engine Demand Index47.56 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.85)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.62%)5.53%
Reviews3 (1.85%)6.00%
Case Studies1 (0.62%)4.05%
Observational0 (0.00%)0.25%
Other157 (96.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]