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
Anette G Sams et al.
Journal of medicinal chemistry, 53(17), 6386-6397 (2010-08-06)
The discovery and structure-activity relationship (SAR) of a series of allosteric muscarinic M(1) receptor agonists are described. Compound 17 (Lu AE51090) was identified as a representative compound from the series, based on its high selectivity as an agonist at the
Robert L Smith et al.
CNS drugs, 31(11), 991-997 (2017-09-28)
Clozapine is restricted to use in patients with treatment-refractory schizophrenia due to the risk of a serious drop in absolute neutrophil granulocyte count (ANC). The formation of reactive, unstable metabolites (adducts) has been suggested as a mechanism of clozapine-induced granulocyte
Luiz G M Beloti et al.
Molecules (Basel, Switzerland), 24(2) (2019-01-19)
This manuscript describes a sensitive, selective, and online in-tube solid-phase microextraction coupled with an ultrahigh performance liquid chromatography-tandem mass spectrometry (in-tube SPME-UHPLC-MS/MS) method to determine chlopromazine, clozapine, quetiapine, olanzapine, and their metabolites in plasma samples from schizophrenic patients. Organic poly(butyl
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D5676-5MG | 04061832090511 |
| D5676-10MG | 04061833586631 |