Loperamide cis-N-Oxide

• CAT Number: R028995
• CAS Number: 109572-89-6
• Molecular Formula: C29H33ClN2O3
• Molecular Weight: 493.04
• Purity: ≥95%
• Synonyms: cis-4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide 1-Oxide; Loperamide Impurity G (EP)
• Storage: -20°C
• IUPAC Name: 4-[4-(4-chlorophenyl)-4-hydroxy-1-oxidopiperidin-1-ium-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
• InChI: InChI=1S/C29H33ClN2O3/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32(35)20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3
• InChIKey: KXVSBTJVTUVNPM-UHFFFAOYSA-N
• SMILES: CN(C)C(=O)C(CC[N+]1(CCC(CC1)(C2=CC=C(C=C2)Cl)O)[O-])(C3=CC=CC=C3)C4=CC=CC=C4

Loperamide cis-N-oxide（Cat No.:R028995）, is a metabolite of loperamide, an antidiarrheal medication used to relieve symptoms of diarrhea. This compound is formed in the body as loperamide is metabolized. Loperamide, the parent drug, works by slowing down the movement of the intestines, leading to increased water absorption and reduced stool frequency. Loperamide cis-N-oxide has minimal affinity for opioid receptors in the central nervous system, distinguishing it from the parent compound’s opioid effects. While less studied than loperamide, the metabolism and actions of its metabolites, including cis-N-oxide, contribute to our understanding of its therapeutic and safety profile.