D5676
N-Desmethylclozapine
5-HT2 serotonin receptor antagonist, powder
Synonym(s):
8-Chloro-11-piperazinyl-5H-dibenzo[b,e][1,4]diazepine, Norclozapine, Normethylclozapine
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About This Item
Empirical Formula (Hill Notation):
C17H17ClN4
CAS Number:
Molecular Weight:
312.80
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Form:
powder
Quality level:
Product Name
N-Desmethylclozapine,
form
powder
Quality Level
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
SMILES string
Clc1ccc2Nc3ccccc3C(=Nc2c1)N4CCNCC4
InChI
1S/C17H17ClN4/c18-12-5-6-15-16(11-12)21-17(22-9-7-19-8-10-22)13-3-1-2-4-14(13)20-15/h1-6,11,19-20H,7-10H2
InChI key
JNNOSTQEZICQQP-UHFFFAOYSA-N
Gene Information
human ... KCNH1(3756)
Application
N-Desmethylclozapine has been used as standard to quantify the clozapine plasma levels in treatment-refractory Chinese schizophrenic patients.
Biochem/physiol Actions
N-Desmethylclozapine serves as an agonist to muscarinic acetylcholine receptors, and is known to exert its antipsychotic action. It blocks synaptic transmission by antagonizing synaptic GABA (γ-aminobutyric acid) receptors.
Major metabolite of clozapine; potent 5-HT2 serotonin receptor antagonist and a ligand for the cloned 5-HT6 and 5-HT7 serotonin receptors. Also an allosteric potentiator of M1 muscarinic receptors.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Related Content
Cyrille Sur et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(23), 13674-13679 (2003-11-05)
The molecular and neuronal substrates conferring on clozapine its unique and superior efficacy in the treatment of schizophrenia remain elusive. The interaction of clozapine with many G protein-coupled receptors is well documented but less is known about its biologically active
Frontiers in Clinical Drug Research- Central Nervous System, 19-19 (2013)
Plasma clozapine levels and clinical response in treatment-refractory Chinese schizophrenic patients
Wong JO, et al.
Progress in Neuro-Psychopharmacology & Biological Psychiatry, 30(2), 251-264 (2006)