N-Desmethylclozapine (NDMC), or norclozapine, is a major active metabolite of the atypical antipsychotic drug clozapine. Unlike clozapine, it possesses intrinsic activity at the D2/D3 receptors, and acts as a weak partial agonist at these sites similarly to aripiprazole and bifeprunox. Notably, NDMC has also been shown to act as a potent and efficacious agonist at the M1 and δ-opioid receptors, unlike clozapine as well. It was hypothesized that on account of these unique actions, NDMC might underlie the clinical superiority of clozapine over other antipsychotics. However, clinical trials found NMDC itself ineffective in the treatment of schizophrenia. This may be because it possesses relatively low D2/D3 occupancy compared to 5-HT2 (<15% versus 64-79% at a dose of 10–60 mg/kg s.c. in anima

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dbo:abstract
  • N-Desmethylclozapine (NDMC), or norclozapine, is a major active metabolite of the atypical antipsychotic drug clozapine. Unlike clozapine, it possesses intrinsic activity at the D2/D3 receptors, and acts as a weak partial agonist at these sites similarly to aripiprazole and bifeprunox. Notably, NDMC has also been shown to act as a potent and efficacious agonist at the M1 and δ-opioid receptors, unlike clozapine as well. It was hypothesized that on account of these unique actions, NDMC might underlie the clinical superiority of clozapine over other antipsychotics. However, clinical trials found NMDC itself ineffective in the treatment of schizophrenia. This may be because it possesses relatively low D2/D3 occupancy compared to 5-HT2 (<15% versus 64-79% at a dose of 10–60 mg/kg s.c. in animal studies). In any case, though not useful in the treatment of positive symptoms on its own, it cannot be ruled out that NDMC may contribute to the efficacy of clozapine on cognitive and/or negative symptoms. (en)
dbo:atcPrefix
  • none
dbo:casNumber
  • 6104-71-8
dbo:fdaUniiCode
  • 1I9001LWY8
dbo:iupacName
  • 8-chloro-11-piperazin-1-yl-5H-dibenzo[b,e][1,4]diazepine (en)
dbo:pubchem
  • 2820
dbo:thumbnail
dbo:wikiPageID
  • 27194383 (xsd:integer)
dbo:wikiPageRevisionID
  • 722232595 (xsd:integer)
dbp:alt
  • Space-filling model of the desmethylclozapine molecule
  • Skeletal formula of desmethylclozapine
dbp:c
  • 17 (xsd:integer)
dbp:chembl
  • 845 (xsd:integer)
dbp:chemspiderid
  • 14126465 (xsd:integer)
dbp:cl
  • 1 (xsd:integer)
dbp:h
  • 17 (xsd:integer)
dbp:image
  • Desmethylclozapine 3D spacefill.png
dbp:iupharLigand
  • 333 (xsd:integer)
dbp:legalStatus
  • Uncontrolled
dbp:molecularWeight
  • 312.800000 (xsd:double)
dbp:n
  • 4 (xsd:integer)
dbp:routesOfAdministration
dbp:smiles
  • Clc1ccc2Nc4ccccc4C/N3CCNCC3
dct:subject
http://purl.org/linguistics/gold/hypernym
rdf:type
rdfs:comment
  • N-Desmethylclozapine (NDMC), or norclozapine, is a major active metabolite of the atypical antipsychotic drug clozapine. Unlike clozapine, it possesses intrinsic activity at the D2/D3 receptors, and acts as a weak partial agonist at these sites similarly to aripiprazole and bifeprunox. Notably, NDMC has also been shown to act as a potent and efficacious agonist at the M1 and δ-opioid receptors, unlike clozapine as well. It was hypothesized that on account of these unique actions, NDMC might underlie the clinical superiority of clozapine over other antipsychotics. However, clinical trials found NMDC itself ineffective in the treatment of schizophrenia. This may be because it possesses relatively low D2/D3 occupancy compared to 5-HT2 (<15% versus 64-79% at a dose of 10–60 mg/kg s.c. in anima (en)
rdfs:label
  • Desmethylclozapine (en)
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