About: Norketamine

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Norketamine, or N-desmethylketamine, is the major active metabolite of ketamine, which is formed mainly by CYP3A4. Similarly to ketamine, norketamine acts as a noncompetitive NMDA receptor antagonist (Ki = 1.7 μM and 13 μM for (S)-(+)-norketamine and (R)-(–)-norketamine, respectively), but is about 3–5 times less potent as an anesthetic in comparison. Also, similarly again to ketamine, norketamine binds to the μ- and κ-opioid receptors. Relative to ketamine, norketamine is much more potent as an antagonist of the α7-nicotinic acetylcholine receptor, and produces rapid antidepressant effects in animal models which have been reported to correlate with its activity at this receptor. However, norketamine is about 1/5 as potent as ketamine as an antidepressant in mice as per the forced swim tes

Attributes	Values
rdf:type	Thing dul:ChemicalObject chemical substance Pill (pharmacy) chemical compound drug
rdfs:label	Norketamine (en)
rdfs:comment	Norketamine, or N-desmethylketamine, is the major active metabolite of ketamine, which is formed mainly by CYP3A4. Similarly to ketamine, norketamine acts as a noncompetitive NMDA receptor antagonist (Ki = 1.7 μM and 13 μM for (S)-(+)-norketamine and (R)-(–)-norketamine, respectively), but is about 3–5 times less potent as an anesthetic in comparison. Also, similarly again to ketamine, norketamine binds to the μ- and κ-opioid receptors. Relative to ketamine, norketamine is much more potent as an antagonist of the α7-nicotinic acetylcholine receptor, and produces rapid antidepressant effects in animal models which have been reported to correlate with its activity at this receptor. However, norketamine is about 1/5 as potent as ketamine as an antidepressant in mice as per the forced swim tes (en)
foaf:depiction
dcterms:subject	Chloroarenes General anesthetics Human drug metabolites Ketones Mu-opioid receptor agonists NMDA receptor antagonists Sedatives Kappa-opioid receptor agonists Nicotinic antagonists Antidepressants Arylcyclohexylamines Dissociative drugs
Wikipage page ID	46935927 (xsd:integer)
Wikipage revision ID	1100234138 (xsd:integer)
Link from a Wikipage to another Wikipage	Noncompetitive antagonist Dehydronorketamine Hydroxynorketamine In vivo Chloroarenes General anesthetics Human drug metabolites Ketones Mu-opioid receptor agonists NMDA receptor antagonists Sedatives Kappa-opioid receptor agonists Nicotinic antagonists Animal model Antidepressant Receptor antagonist Pharmacodynamics Active metabolite Antidepressants Anesthetic Arylcyclohexylamines Dissociative drugs Hydrochloride Μ-opioid receptor Ketamine dbr:CYP3A4 Micrometre Κ-opioid receptor NMDA receptor antagonist Forced swim test Α7-nicotinic acetylcholine receptor
sameAs	Norketamine Norketamine Norketamine Norketamine
dbp:wikiPageUsesTemplate	dbt:Analgesic-stub dbt:Drugbox dbt:Hallucinogens dbt:Ionotropic_glutamate_receptor_modulators dbt:Navboxes dbt:Reflist dbt:Short_description dbt:Nicotinic_acetylcholine_receptor_modulators dbt:Opioid_receptor_modulators dbt:Antidepressants dbt:General_anesthetics
thumbnail	wiki-commons:Special:FilePath/Norketamine.svg?width=300
ATC prefix	None (en)
c	12 (xsd:integer)
CAS number	35211 (xsd:integer)
CAS supplemental	79499 (xsd:integer)
ChEMBL	1039 (xsd:integer)
ChemSpiderID	110322 (xsd:integer)
Cl	1 (xsd:integer)
H	14 (xsd:integer)
IUPAC name	2 (xsd:integer)
legal UK	Class B (en)
n	1 (xsd:integer)
O	1 (xsd:integer)
PubChem	123767 (xsd:integer)
SMILES	C1CCCN (en)
StdInChI	1 (xsd:integer)
StdInChIKey	BEQZHFIKTBVCAU-UHFFFAOYSA-N (en)
title	Pharmacodynamics
titlestyle	background:#ccccff (en)
UNII	XQY6JVF94X (en)
width	200 (xsd:integer)
has abstract	Norketamine, or N-desmethylketamine, is the major active metabolite of ketamine, which is formed mainly by CYP3A4. Similarly to ketamine, norketamine acts as a noncompetitive NMDA receptor antagonist (Ki = 1.7 μM and 13 μM for (S)-(+)-norketamine and (R)-(–)-norketamine, respectively), but is about 3–5 times less potent as an anesthetic in comparison. Also, similarly again to ketamine, norketamine binds to the μ- and κ-opioid receptors. Relative to ketamine, norketamine is much more potent as an antagonist of the α7-nicotinic acetylcholine receptor, and produces rapid antidepressant effects in animal models which have been reported to correlate with its activity at this receptor. However, norketamine is about 1/5 as potent as ketamine as an antidepressant in mice as per the forced swim test, and this seems also to be in accordance with its 3–5-fold reduced comparative potency in vivo as an NMDA receptor antagonist. Norketamine is metabolized into dehydronorketamine and hydroxynorketamine, which are far less or negligibly active as NMDA receptor antagonists in comparison, but retain activity as potent antagonists of the α7-nicotinic acetylcholine receptor. (en)
legal CA	Schedule I (en)
gold:hypernym	Metabolite
prov:wasDerivedFrom	wikipedia-en:Norketamine?oldid=1100234138&ns=0
page length (characters) of wiki page	6969 (xsd:nonNegativeInteger)
CAS number	35211-10-0 79499-59-5 (HCl)
ChEMBL	1039
FDA UNII code	XQY6JVF94X
PubChem	123767

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