CHEBI:64050 - N-desmethylclozapine

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ChEBI Name N-desmethylclozapine
ChEBI ID CHEBI:64050
ChEBI ASCII Name N-desmethylclozapine
Definition A dibenzodoazepine substituted with chloro and piperazino groups which is a major metabolite of clozapine; a potent and selective 5-HT2C serotonin receptor antagonist.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB5875452, ZINC000000010402
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Promazine (brand name Sparine among others), is used as a short-term add-on treatment for psychomotor agitation. Its approved uses in people is limited, but is used as a tranquilizer in veterinary medicine. It has weak antipsychotic effects but is generally not used to treat psychoses. It acts similar to chlorpromazine and causes sedation. It has predominantly anticholinergic side effects, though extrapyramidal side effects are not uncommon. It belongs to the typical antipsychotic and phenothiazine class of drugs. Promazine was approved for medical use in the United States in the 1950s, although it is no longer commercially available there.
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Formula C17H17ClN4
Net Charge 0
Average Mass 312.79700
Monoisotopic Mass 312.11417
InChI 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
InChIKey JNNOSTQEZICQQP-UHFFFAOYSA-N
SMILES Clc1ccc2Nc3ccccc3C(=Nc2c1)N1CCNCC1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Application(s): delta-opioid receptor agonist
A compound that exhibits agonist activity at the delta-opioid receptor.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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ChEBI Ontology
Outgoing N-desmethylclozapine (CHEBI:64050) has role δ-opioid receptor agonist (CHEBI:64054)
N-desmethylclozapine (CHEBI:64050) has role metabolite (CHEBI:25212)
N-desmethylclozapine (CHEBI:64050) has role serotonergic antagonist (CHEBI:48279)
N-desmethylclozapine (CHEBI:64050) is a dibenzodiazepine (CHEBI:64051)
N-desmethylclozapine (CHEBI:64050) is a organochlorine compound (CHEBI:36683)
N-desmethylclozapine (CHEBI:64050) is a piperazines (CHEBI:26144)
IUPAC Name
8-chloro-11-(piperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine
Synonyms Sources
8-Chloro-11-(1-piperazinyl)-5H-dibenzo(b,e)(1,4)diazepine ChemIDplus
Demethylclozapine ChemIDplus
Desmethylclozapine ChemIDplus
N-desmethyl clozapine ChEBI
NDMC ChEBI
Norclozapine ChemIDplus
Manual Xref Database
Desmethylclozapine Wikipedia
View more database links
Registry Numbers Types Sources
6104-71-8 CAS Registry Number ChemIDplus
762289 Reaxys Registry Number Reaxys
Citations Types Sources
20156258 PubMed citation Europe PMC
20463634 PubMed citation Europe PMC
21134422 PubMed citation Europe PMC
21658379 PubMed citation Europe PMC
21712711 PubMed citation Europe PMC
21726287 PubMed citation Europe PMC
21835172 PubMed citation Europe PMC
21855612 PubMed citation Europe PMC
21912901 PubMed citation Europe PMC
21917240 PubMed citation Europe PMC
Last Modified
29 February 2012