Clozapine N-oxide

Last updated
Clozapine N-oxide
Clozapine N-oxide.png
Names
IUPAC name
3-chloro-6-(4-methyl-4-oxidopiperazin-4-ium-1-yl)-11H-benzo[b][1,4]benzodiazepine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.164.243 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • 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
    Key: OGUCZBIQSYYWEF-UHFFFAOYSA-N
  • C[N+]1(CCN(CC1)C2=NC3=C(C=CC(=C3)Cl)NC4=CC=CC=C42)[O-]
Properties
C18H19ClN4O
Molar mass 342.83 g·mol−1
Hazards
GHS labelling:
GHS-pictogram-skull.svg GHS-pictogram-exclam.svg
Danger
H301, H315, H319, H335
P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Clozapine N-oxide (CNO) is a synthetic drug used mainly in biomedical research as a ligand to activate DREADD receptors. [1] Although CNO was initially believed to be biologically inert. However, it has been shown not to enter the brain after administration [2] and to reverse metabolise in peripheral tissues to form clozapine. Clozapine can bind to a number of different serotonergic, dopaminergic and adrenergic receptors within the brain. [3] Therefore, behavioural data using the CNO-DREADD system in neuroscience experiments have to be interpreted with caution. [4]

Alternatives to CNO with more affinity, more inert character, and faster kinetics include Compound 21 (C21) [5] and deschloroclozapine (DCZ). [6]

Related Research Articles

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References

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