D5676

N-Desmethylclozapine

• Synonym(s): 8-Chloro-11-piperazinyl-5H-dibenzo[b,e][1,4]diazepine, Norclozapine, Normethylclozapine
• Empirical Formula (Hill Notation): C₁₇H₁₇ClN₄
• CAS Number: 6104-71-8
• Molecular Weight: 312.80
• MDL number: MFCD00210189
• UNSPSC Code: 12352200
• PubChem Substance ID: 24893957
• NACRES: NA.77

Properties

• form: powder
• Quality Level: 200
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• SMILES string: Clc1ccc2Nc3ccccc3C(=Nc2c1)N4CCNCC4
• InChI: 1S/C17H17ClN4/c18-12-5-6-15-16(11-12)21-17(22-9-7-19-8-10-22)13-3-1-2-4-14(13)20-15/h1-6,11,19-20H,7-10H2
• InChI key: JNNOSTQEZICQQP-UHFFFAOYSA-N
• Gene Information: human ... KCNH1(3756)

Description

Application

N-Desmethylclozapine has been used as standard to quantify the clozapine plasma levels in treatment-refractory Chinese schizophrenic patients.

Biochem/physiol Actions

N-Desmethylclozapine serves as an agonist to muscarinic acetylcholine receptors, and is known to exert its antipsychotic action. It blocks synaptic transmission by antagonizing synaptic GABA (γ-aminobutyric acid) receptors.

Major metabolite of clozapine; potent 5-HT₂ serotonin receptor antagonist and a ligand for the cloned 5-HT₆ and 5-HT₇ serotonin receptors. Also an allosteric potentiator of M₁ muscarinic receptors.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H332,H315,H319,H335
• pcodes: P261 - P264 - P301 + P312 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves