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CN

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:
6104-71-8
Molecular Weight:
312.80
UNSPSC Code:
12352200
PubChem Substance ID:
24893957
NACRES:
NA.77
MDL number:
MFCD00210189
Form:
powder
Quality level:
200

Key Documents

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Product Name

N-Desmethylclozapine,

form

powder

Quality Level

200

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)

Related Categories

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.

pictograms

Exclamation mark
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
0000445532
0000436119
0000436119
0000445532
0000351538

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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
Atypical Antipsychotics-Advances in Research and Application (2012)
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
Jelveh Lameh et al.
Pharmacology & therapeutics, 115(2), 223-231 (2007-06-23)
Currently available treatments for schizophrenia have limited efficacy and are generally poorly tolerated. However, among these antipsychotic agents, clozapine stands apart in having generally superior motoric tolerability and efficacy. One intriguing possibility, based on clinical correlations, receptor activity profiles and
View All Related Papers

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Global Trade Item Number

SKUGTIN
D5676-5MG04061832090511
D5676-10MG04061833586631

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