N-Desmethyl-loperamide

N-Desmethyl-loperamide is a major metabolite of loperamide, a drug that selectively activates peripheral μopioid receptors with a Ki value of 0.16 nM. N-Desmethyl-loperamide is a substrate of the ATP-dependent efflux transporter P-glycoprotein[1][2][3].

Product Specifications

CAS Number

[66164-07-6]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Opioid Receptor

Type

Reference compound

Related Pathways

GPCR/G Protein; Neuronal Signaling

Applications

Neuroscience-Neuromodulation

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/n-desmethyl-loperamide.html

Purity

98.36

Solubility

DMSO : 5.56 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O=C(C(C1=CC=CC=C1)(CCN2CCC(C3=CC=C(C=C3)Cl)(CC2)O)C4=CC=CC=C4)NC

Molecular Formula

C28H31ClN2O2

Molecular Weight

463.01

Precautions

H302, H315, H319, H335

References & Citations

[1]Sklerov J, et al. Tissue distribution of loperamide and N-desmethylloperamide following a fatal overdose. J Anal Toxicol. 2005 Oct;29 (7) :750-4.|[2]Kalgutkar AS, et al. Identification of an N-methyl-4-phenylpyridinium-like metabolite of the antidiarrheal agent loperamide in human liver microsomes: underlying reason (s) for the lack of neurotoxicity despite the bioactivation event. Drug Metab Dispos. 2004 Sep;32 (9) :943-52.|[3]Kannan P, et al. N-desmethyl-loperamide is selective for P-glycoprotein among three ATP-binding cassette transporters at the blood-brain barrier. Drug Metab Dispos. 2010 Jun;38 (6) :917-22.