N-Desmethylclozapine-d8

N-Desmethylclozapine-d8 is the deuterium labeled 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

[1189888-77-4]

Product Name Alternative

Norclozapine-d8; Desmethylclozapine-d8; Normethylclozapine-d8

UNSPSC

12352005

Hazard Statement

H301

Target

Drug Metabolite; mAChR; Opioid Receptor; Virus Protease

Type

Isotope-Labeled Compounds

Related Pathways

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

Field of Research

Infection

Solubility

10 mM in DMSO

Smiles

ClC1=CC=C2NC3=CC=CC=C3C(N4C([2H])([2H])C([2H])([2H])NC([2H])([2H])C4([2H])[2H])=NC2=C1

Molecular Formula

C17H9D8ClN4

Molecular Weight

320.85

Precautions

H301

References & Citations

[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216. |[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]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.|[7]Medigeshi GR, et al. N-Desmethylclozapine, Fluoxetine and Salmeterol inhibit post-entry stages of dengue virus life-cycle. Antimicrob Agents Chemother. 2016 Aug 29.