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HomeProduct name listCLOZAPINE N-OXIDE

CLOZAPINE N-OXIDE

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

CLOZAPINE N-OXIDE Structural

What is CLOZAPINE N-OXIDE?

Description

Clozapine-N-oxide (34233-69-7) is a clozapine?metabolite1?which is pharmacologically inert2. Agonist at human muscarinic designer receptors known as DREADDs, (designer receptors exclusively activated by designer drug).2?May be used to control grafted human pluripotent stem cell-derived neurons engineered to express DREADDs.3,4??Numerous other applications.5,6

Chemical properties

Yellow Solid

The Uses of CLOZAPINE N-OXIDE

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

The Uses of CLOZAPINE N-OXIDE

A 5-HT2 antagonist. A major metabolite of clozapine that can be monitored by HPLC. Possesses little or no activity towards serotonin receptors

What are the applications of Application

Clozapine N-oxide Methanol Adduct is a major metabolite of clozapine

What are the applications of Application

Clozapine N-oxide is a major metabolite of Clozapine noted to decrease 5-HT2 serotonin receptor density

Definition

ChEBI: Clozapine N-oxide is a dibenzodiazepine.

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.

Biochem/physiol Actions

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

storage

Room temperature (desiccate)

References

1) Eiermann?et al.?(1997),?The involvement of CYP1A2 and CYP3A4 in the metabolism of clozapine; Br. J. Clin. Pharmacol.,?44?439 2) Armbruster?et al.?(2007),?Evolving the lock to fit the key to create a family of G protein-coupled receptors potently activated by an inert ligand; Proc. Natl. Acad. Sci. USA,?104?5163 3) Chen?et al.?(2016),?Chemical Control of Grafted Human PSC-Derived Neurons in a Mouse Model of Parkinson’s Disease; Cell Stem Cell,?18?817 4) Vazey and Aston-Jones (2014),?Designer receptors: therapeutic adjuncts to cell replacement therapy in Parkinson’s disease: J. Clin. Invest.,?124?2858 5) Gomez?et al.?(2017)?Chemogenetics revealed: DREADD occupancy and activation via converted clozapine; Science?357?503 6) Marcinkiewcz?et al. (2016)?Serotonin engages an anxiety and fear-promoting circuit in the extended amygdala; Nature?537?97

Properties of CLOZAPINE N-OXIDE

Melting point: 190-248°C
Flash point: 9℃
storage temp.  -20°C Freezer, Under Inert Atmosphere
solubility  Soluble in DMSO.
form  powder
pka 6.86±0.20(Predicted)
color  Yellow
Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

Safety information for CLOZAPINE N-OXIDE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H336:Specific target organ toxicity,single exposure; Narcotic effects

Computed Descriptors for CLOZAPINE N-OXIDE

InChIKey OGUCZBIQSYYWEF-UHFFFAOYSA-N

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