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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:
34233-69-7
Molecular Weight:
342.82
MDL number:
MFCD00210190
UNSPSC Code:
12352119
PubChem Substance ID:
24892276
NACRES:
NA.77

product name

Clozapine N-oxide,

form

solid

Quality Level

200

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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H336

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Chemogenetic and optogenetic activation of galphas signaling in the basolateral amygdala induces acute and social anxiety-like states
Siuda ER, et al.
Neuropsychopharmacology, 41(8), 2011-2011 (2016)
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
G Lin et al.
Journal of pharmaceutical sciences, 83(10), 1412-1417 (1994-10-01)
Pooled plasma from healthy volunteers was spiked with pure, synthetic clozapine or clozapine N-oxide and then made alkaline with either sodium hydroxide or sodium carbonate. The alkalized samples were allowed to stand at room temperature for various time intervals before
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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