Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Metkefamide> ?p ?o }
- Metkefamide abstract "Metkefamide (INN; LY-127,623), or metkephamid acetate (USAN), but most frequently referred to simply as metkephamid, is a synthetic opioid pentapeptide and derivative of [Met]enkephalin with the amino acid sequence Tyr-D-Ala-Gly-Phe-(N-Me)-Met-NH2. It behaves as a potent agonist of the δ- and μ-opioid receptors with roughly equipotent affinity, and also has similarly high affinity as well as subtype-selectivity for the κ3-opioid receptor.Despite its peptidic nature, upon systemic administration, metkefamide rapidly penetrates the blood-brain-barrier and disperses into the central nervous system where it produces potent, centrally-mediated analgesic effects, of which have been shown to be dependent on activity at both the μ- and δ-opioid receptors. In addition, on account of modifications to the N- and C-terminals, metkefamide is highly stable against proteolytic degradation relative to many other opioid peptides. As an example, while its parent peptide, [Met]enkephalin, has an in vivo half-life of merely seconds, metkefamide has a half-life of nearly 60 minutes, and upon intramuscular administration, has been shown to provide pain relief that lasts for hours.Likely on account of its δ-opioid activity, clinical trials have found metkefamide to possess less of a tendency for producing many of the undesirable side effects usually associated with conventional opioids such as respiratory depression, tolerance, and physical dependence. However, it has been shown to cause some additional side effects that are considered unusual for standard opioid analgesics like sensations of heaviness in the extremities and nasal congestion—though these were not considered to be particularly distressing—and it has also been shown to raise the seizure threshold in animals. In any case, clinical development was not further pursued after phase I clinical studies and metkefamide never reached the pharmaceutical market.".
- Metkefamide atcPrefix "None".
- Metkefamide bioavailability "30.0".
- Metkefamide casNumber "66960-34-7".
- Metkefamide casSupplemental "66960-35-8 (acetate)".
- Metkefamide iupacName "(L)-tyrosyl-(D)-alanylglycyl-(L)-phenylalanyl-N2-methyl-(L)-methioninamide".
- Metkefamide pubchem "5464184".
- Metkefamide thumbnail Metkefamide.svg?width=300.
- Metkefamide wikiPageID "35641157".
- Metkefamide wikiPageLength "10104".
- Metkefamide wikiPageOutDegree "39".
- Metkefamide wikiPageRevisionID "701957014".
- Metkefamide wikiPageWikiLink Acetate.
- Metkefamide wikiPageWikiLink Agonist.
- Metkefamide wikiPageWikiLink Analgesic.
- Metkefamide wikiPageWikiLink Blood–brain_barrier.
- Metkefamide wikiPageWikiLink C-terminus.
- Metkefamide wikiPageWikiLink Category:Amides.
- Metkefamide wikiPageWikiLink Category:Analgesics.
- Metkefamide wikiPageWikiLink Category:Opioid_peptides.
- Metkefamide wikiPageWikiLink Central_nervous_system.
- Metkefamide wikiPageWikiLink Clinical_trial.
- Metkefamide wikiPageWikiLink Drug_tolerance.
- Metkefamide wikiPageWikiLink Frakefamide.
- Metkefamide wikiPageWikiLink Half-life.
- Metkefamide wikiPageWikiLink Heavy_legs.
- Metkefamide wikiPageWikiLink Hypoventilation.
- Metkefamide wikiPageWikiLink International_nonproprietary_name.
- Metkefamide wikiPageWikiLink Intramuscular_injection.
- Metkefamide wikiPageWikiLink Ligand_(biochemistry).
- Metkefamide wikiPageWikiLink Liver.
- Metkefamide wikiPageWikiLink Met-enkephalin.
- Metkefamide wikiPageWikiLink N-terminus.
- Metkefamide wikiPageWikiLink Nasal_congestion.
- Metkefamide wikiPageWikiLink Opioid_peptide.
- Metkefamide wikiPageWikiLink Organic_compound.
- Metkefamide wikiPageWikiLink Pain_management.
- Metkefamide wikiPageWikiLink Peptide.
- Metkefamide wikiPageWikiLink Peptide_sequence.
- Metkefamide wikiPageWikiLink Phases_of_clinical_research.
- Metkefamide wikiPageWikiLink Physical_dependence.
- Metkefamide wikiPageWikiLink Potency_(pharmacology).
- Metkefamide wikiPageWikiLink Proteolysis.
- Metkefamide wikiPageWikiLink Seizure_threshold.
- Metkefamide wikiPageWikiLink Side_effect.
- Metkefamide wikiPageWikiLink Systemic_administration.
- Metkefamide wikiPageWikiLink United_States_Adopted_Name.
- Metkefamide wikiPageWikiLink Δ-opioid_receptor.
- Metkefamide wikiPageWikiLink Κ-opioid_receptor.
- Metkefamide wikiPageWikiLink Μ-opioid_receptor.
- Metkefamide wikiPageWikiLinkText "Metkefamide".
- Metkefamide atcPrefix "None".
- Metkefamide bioavailability "30".
- Metkefamide c "29".
- Metkefamide casNumber "66960".
- Metkefamide casSupplemental "66960".
- Metkefamide chemspiderid "4576570".
- Metkefamide eliminationHalfLife "3600.0".
- Metkefamide h "40".
- Metkefamide inchi "1".
- Metkefamide inchikey "FWDIKROEWJOQIQ-JMBSJVKXBF".
- Metkefamide iupacName "(L)-tyrosyl-(D)-alanylglycyl-(L)-phenylalanyl-N2-methyl-(L)-methioninamide".
- Metkefamide metabolism Liver.
- Metkefamide molecularWeight "600.73".
- Metkefamide n "6".
- Metkefamide o "6".
- Metkefamide proteinBound "44".
- Metkefamide pubchem "5464184".
- Metkefamide s "1".
- Metkefamide smiles "O=C[C@@H]CCSC".
- Metkefamide stdinchi "1".
- Metkefamide stdinchikey "FWDIKROEWJOQIQ-JMBSJVKXSA-N".
- Metkefamide wikiPageUsesTemplate Template:Drugbox.
- Metkefamide wikiPageUsesTemplate Template:Opioidergics.
- Metkefamide wikiPageUsesTemplate Template:Reflist.
- Metkefamide subject Category:Amides.
- Metkefamide subject Category:Analgesics.
- Metkefamide subject Category:Opioid_peptides.
- Metkefamide hypernym Pentapeptide.
- Metkefamide type Biomolecule.
- Metkefamide type ChemicalSubstance.
- Metkefamide type Drug.
- Metkefamide type Group.
- Metkefamide type Alkaloid.
- Metkefamide type Amide.
- Metkefamide type Analgesic.
- Metkefamide type Biomolecule.
- Metkefamide type Drug.
- Metkefamide type Group.
- Metkefamide type Opioid.
- Metkefamide type Peptide.
- Metkefamide type ChemicalObject.
- Metkefamide type Thing.
- Metkefamide type Q8386.
- Metkefamide comment "Metkefamide (INN; LY-127,623), or metkephamid acetate (USAN), but most frequently referred to simply as metkephamid, is a synthetic opioid pentapeptide and derivative of [Met]enkephalin with the amino acid sequence Tyr-D-Ala-Gly-Phe-(N-Me)-Met-NH2.".
- Metkefamide label "Metkefamide".
- Metkefamide sameAs Q6824163.
- Metkefamide sameAs m.0jk_vqc.
- Metkefamide sameAs Metkefamid.
- Metkefamide sameAs Metkefamid.