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N-Desmethylclozapine

N-Desmethylclozapine is a major active metabolite of the atypical antipsychotic agent Clozapine. N-Desmethylclozapine is a potent, allosteric and partial M1 receptors agonist (EC50=115 nM) and is able to potentiate hippocampal N-methyl-d-aspartate (NMDA) receptor currents through M1 receptor activation. N-Desmethylclozapine is also a δ-opioid agonist[1][2].

Product Specifications

CAS Number

[6104-71-8]

Product Name Alternative

Norclozapine; Desmethylclozapine; Normethylclozapine

UNSPSC

12352005

Hazard Statement

H302+H332, H315, H319, H335

Target

Drug Metabolite; mAChR; Opioid Receptor; Virus Protease

Type

Reference compound

Related Pathways

Anti-infection; GPCR/G Protein; Metabolic Enzyme/Protease; Neuronal Signaling

Applications

COVID-19-anti-virus

Field of Research

Infection

Assay Protocol

https://www.medchemexpress.com/N-Desmethylclozapine.html

Purity

98.99

Solubility

DMSO : ≥ 50 mg/mL

Smiles

ClC1=CC=C2C(N=C(N3CCNCC3)C4=CC=CC=C4N2)=C1

Molecular Formula

C17H17ClN4

Molecular Weight

312.80

Precautions

H302+H332, H315, H319, H335

References & Citations

[1]Li Z, et al. N-desmethylclozapine, a major metabolite of clozapine, increases cortical acetylcholine and dopamine release in vivo via stimulation of M1 muscarinic receptors. Neuropsychopharmacology. 2005 Nov;30 (11) :1986-95.|[2]Odagaki Y, et al. Comparative analysis of pharmacological properties of xanomeline and N-desmethylclozapine in rat brain membranes. J Psychopharmacol. 2016 Sep;30 (9) :896-912|[3]Sugawara Y, et al. Electrophysiological evidence showing muscarinic agonist-antagonist activities of N-desmethylclozapine using hippocampal excitatory and inhibitory neurons. Brain Res. 2016 Jul 1;1642:255-62|[4]Gigout S, et al. Different pharmacology of N-desmethylclozapine at human and rat M2 and M 4 mAChRs in neocortex. Naunyn Schmiedebergs Arch Pharmacol. 2015 May;388 (5) :487-96|[5]Himmerich H, et al. Impact of clozapine, N-desmethylclozapine and chlorpromazine on thromboxane production in vitro. Med Chem. 2012 Nov;8 (6) :1032-8.|[6]Medigeshi GR, et al. N-Desmethylclozapine, Fluoxetine and Salmeterol inhibit post-entry stages of dengue virus life-cycle. Antimicrob Agents Chemother. 2016 Aug 29.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

Phase 2

Isoform

MAChR1; δ Opioid Receptor/DOR

Available Sizes

Curated Selection

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