Loperamide hydrochloride, mu opioid receptor agonist

Key facts

CAS number

34552-83-5

Purity

>99%

Form

Solid

form

Molecular weight

513.5 Da

Molecular formula

C₂₉H₃₄Cl₂N₂O₂

PubChem

71420

Nature

Synthetic

Solubility

Soluble in DMSO to 50 mM and in ethanol to 50 mM (with warming)

Biochemical name

Loperamide hydrochloride

Biological description

Peripheral selective μ opioid receptor agonist. Ki values are 3, 48 and 1156 nM for opioid receptor subtypes μ, δ and κ, respectively. High doses allow central μ receptor activation. Antidiarrheal, antipruritic and antihyperalgesic agent.

Canonical smiles

CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4.Cl

InChi

InChI=1S/C29H33ClN2O2.ClH/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23;/h3-16,34H,17-22H2,1-2H3;1H

InChiKey

PGYPOBZJRVSMDS-UHFFFAOYSA-N

IUPAC Name

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide;hydrochloride