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C0832

Clozapine N-oxide

Name: Clozapine N-oxide
Brand: SIGMA

≥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:

34233-69-7

Molecular Weight:

342.82

UNSPSC Code:

12352119

PubChem Substance ID:

24892276

NACRES:

NA.77

MDL number:

MFCD00210190

Form:

solid

Quality level:

200

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Product Name

Clozapine N-oxide,

Quality Level

200

form

solid

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

Related Categories

Bioactive Small Molecules

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.

5-HT₂ serotonin receptor antagonist; major metabolite of clopazine.

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.

pictograms

GHS06

signalword

Danger

hcodes

H301,H336

pcodes

P301 + P310 + P330

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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The DREADD agonist clozapine N-oxide (CNO) is reverse-metabolized to clozapine and produces clozapine-like interoceptive stimulus effects in rats and mice

Manvich DF, et al.

Scientific Reports, 8(1), 3840-3840 (2018)

Convergent neural connectivity in motor impulsivity and high-fat food binge-like eating in male Sprague-Dawley rats.

Noelle C Anastasio et al.

Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 44(10), 1752-1761 (2019-04-20)

Food intake is essential for survival, but maladaptive patterns of intake, possibly encoded by a preexisting vulnerability coupled with the influence of environmental variables, can modify the reward value of food. Impulsivity, a predisposition toward rapid unplanned reactions to stimuli

Clozapine-n-oxide administration produces behavioral effects in Long-Evans rats-implications for designing DREADD experiments

MacLaren DAA, et al.

eNeuro, ENEURO-EN0219 (2016)

Stress Accelerates Defensive Responses to Looming in Mice and Involves a Locus Coeruleus-Superior Colliculus Projection

Li L, et al.

Current Biology, 28(6), 859-871 (2018)

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

van der Peet PL, et al.

MethodsX, 5, 257-267 (2018)

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Global Trade Item Number

SKU	GTIN
C0832-5MG	04061838445520

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