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34233-69-7

34233-69-7 structure
34233-69-7 structure
  • Name: Clozapine N-oxide
  • Chemical Name: clozapine n-oxide
  • CAS Number: 34233-69-7
  • Molecular Formula: C18H19ClN4O
  • Molecular Weight: 342.823
  • Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
  • Create Date: 2018-10-14 18:21:41
  • Modify Date: 2025-08-24 11:50:20
  • Clozapine N-oxide (CNO) is a major metabolite of the anti-psychotic drug clozapine. Clozapine N-oxide is a agonist for the chemogenetic Designer Receptors Exclusively Activated by Designer Drug (DREADD) system.

Name clozapine n-oxide
Synonyms 8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e](1,4)diazepine N-oxide
8-Chloro-11-(4-methyl-4-oxido-1-piperazinyl)-5H-dibenzo[b,e][1,4]diazepine
5H-Dibenzo[b,e][1,4]diazepine, 8-chloro-11-(4-methyl-4-oxido-1-piperazinyl)-
Clozapine N-oxide
Clozapine (N-oxide)
Description Clozapine N-oxide (CNO) is a major metabolite of the anti-psychotic drug clozapine. Clozapine N-oxide is a agonist for the chemogenetic Designer Receptors Exclusively Activated by Designer Drug (DREADD) system.
Related Catalog
Target

DREADD[1]

In Vivo After a single intraperitoneal (i.p.) injection of Clozapine N-oxide (1 mg/kg) into mice, Clozapine N-oxide (CNO) plasma levels peak at 15 min and are very low after 2 h. Acutely administered CNO can be metabolically converted to Clozapine in other species such as human and guinea-pig. The metabolites that may form after chronic administration of CNO to DREADD-expressing mice (or other species) have not been studied systematically. However, even if back-transformation to Clozapine occurs after chronic CNO administration, it should be noted that Clozapine is a more potent (by ~10-fold) DREADD agonist than CNO itself. Moreover, confounding biological effects of potential CNO metabolites can be easily identified by including both saline- and CNO-treated WT animals in a particular DREADD study. Despite the short plasma half-life of CNO in mice, the biological effects that have been described after acute treatment of DREADD-expressing experimental animals are usually much longer (6-10 h). One possibility is that CNO tends to accumulate in tissues, although other scenarios are also feasible[1]. Using a general pharmacokinetic model for the interconversion process, the mean total clearances of Clozapine and Clozapine N-oxide (CNO) are 28.45 L/hr and 45.30 L/hr, respectively[2].
References

[1]. Wess J, et al. Novel designer receptors to probe GPCR signaling and physiology. Trends Pharmacol Sci. 2013 Jul;34(7):385-92.

[2]. Chang WH, et al. Reversible metabolism of clozapine and clozapine N-oxide in schizophrenic patients. Prog Neuropsychopharmacol Biol Psychiatry. 1998 Jul;22(5):723-39.

Density 1.36g/cm3
Boiling Point 517.4ºC at 760mmHg
Melting Point 190-248ºC
Molecular Formula C18H19ClN4O
Molecular Weight 342.823
Flash Point 266.7ºC
Exact Mass 342.124725
PSA 57.06000
LogP 0.76
Index of Refraction 1.685
Storage condition 2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HP1760000
CHEMICAL NAME :
5H-Dibenzo(b,e)(1,4)diazepine, 8-chloro-11-(4-methyl-1-piperazinyl)-, N-oxide
CAS REGISTRY NUMBER :
34233-69-7
LAST UPDATED :
198706
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C18-H19-Cl-N4-O
MOLECULAR WEIGHT :
342.86

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
245 mg/kg
TOXIC EFFECTS :
Behavioral - ataxia
REFERENCE :
CCCCAK Collection of Czechoslovak Chemical Communications. (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1929- Volume(issue)/page/year: 43,309,1978
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H315-H319-H335
Precautionary Statements P261-P301 + P310-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn: Harmful;
Risk Phrases 22-36/37/38
Safety Phrases 26-36
RIDADR UN 2811 6.1/PG 3
RTECS HP1760000
Packaging Group III
Hazard Class 6.1(b)
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