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Merck

C0832

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:
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

Key Documents

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Product Name

Clozapine N-oxide,

SMILES string

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

InChI key

OGUCZBIQSYYWEF-UHFFFAOYSA-N

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

form

solid

Quality Level

200

Related Categories

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

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H336

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

C0832-VAR: + C0832-1MG: + C0832-5MG: + C0832-5MG-PW: + C0832-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
0000347094
0000220497
0000513779
0000513779
0000451215

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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)
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)
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)
Weizhe Hong et al.
Cell, 158(6), 1348-1361 (2014-09-13)
Animals display a range of innate social behaviors that play essential roles in survival and reproduction. While the medial amygdala (MeA) has been implicated in prototypic social behaviors such as aggression, the circuit-level mechanisms controlling such behaviors are not well
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