5.08162

Loperamide Hydrochloride

• Synonym(s): Loperamide Hydrochloride, µ-Opioid Receptor Agonist, Loperamide Hydrochloride, Imodium
• Empirical Formula (Hill Notation): C₂₉H₃₃ClN₂O₂ · xHCl
• CAS Number: 34552-83-5
• Molecular Weight: 477.04 (free base basis)
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00058581
• Assay: ≥99% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• assay: ≥99% (HPLC)
• Quality Segment: 100
• form: solid
• potency: 2 nM K_i
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: white
• solubility: DMSO: 50 mM, ethanol: 50 mM
• storage temp.: 2-8°C
• SMILES string: [Cl-].Clc1ccc(cc1)C2(CC[N+H](CC2)CCC(c4ccccc4)(c3ccccc3)C(=O)N(C)C)O
• 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
• InChI key: PGYPOBZJRVSMDS-UHFFFAOYSA-N

Description

General description

A very potent and highly selective peripheral resctricted µ-opioid receptor agonist (K_i = 2 nM). Often used as an antidiarrheal, antipruritic, and antihyperalgesic agent. In addition, shown to improve defective post-receptor insulin signaling in skeletal muscle cells and enhance insulin sensitivity in rats.

Biochem/physiol Actions

Primary Target
u opioid receptor

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Warming is required for complete solubilization in ethanol.

Other Notes

Cheng, K., et al. 2013. Pharmaco. Ther.139, 334.
Di Bosco, M., et al. 2008. Chem. Biol. Drug Des.71, 328.
DeHaven-Hudkins, D., et al. 1999. J. Pharmacol. Exp. Ther.289, 494.
Mackerer, C., et al. 1976. J. Pharmacol. Exp. Ther.199, 131.

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects