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C0832

Sigma-Aldrich

Clozapine N-oxide

≥98% (HPLC), solid, 5-HT₂ serotonin receptor antagonist

Synonym(s):

8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e](1,4)diazepine N-oxide

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About This Item

Empirical Formula (Hill Notation):
C18H19ClN4O
CAS Number:
Molecular Weight:
342.82
MDL number:
UNSPSC Code:
12352119
PubChem Substance ID:
NACRES:
NA.77

product name

Clozapine N-oxide,

form

solid

Quality Level

SMILES string

C[N+]1([O-])CCN(CC1)C2=Nc3cc(Cl)ccc3Nc4ccccc24

InChI

1S/C18H19ClN4O/c1-23(24)10-8-22(9-11-23)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3

InChI key

OGUCZBIQSYYWEF-UHFFFAOYSA-N

General description

Clozapine N-oxide (CNO), inactive from of clozapine drug, activates G-protein-coupled receptors (GPCRs). CNO serves as a synthetic ligand for engineered human muscarinic receptor. It elicits clozapine-like effects upon metabolic conversion. Clozapine conversion to CNO favors its passage through blood-brain barrier.

Application

Clozapine N-oxide has been used:
  • for the activation of human M4 muscarinic (hM4Di) in primary motor cortex
  • for inducing in vivo chemogenetic manipulation and impairing locomotor activity in Th-cre transgenic mice
  • in behavioral testing in mice and for stimulating (HEK293) cells

Biochem/physiol Actions

5-HT2 serotonin receptor antagonist; major metabolite of clopazine that can be monitored by HPLC.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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Skull and crossbones

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Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificates of Analysis (COA)

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Gram scale preparation of clozapine N-oxide (CNO), a synthetic small molecule actuator for muscarinic acetylcholine DREADDs
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