5.08162

Loperamide Hydrochloride

• Synonym(e): Loperamide Hydrochloride, µ-Opioid Receptor Agonist, Loperamide Hydrochloride, Imodium
• Empirische Formel (Hill-System): C₂₉H₃₃ClN₂O₂ · xHCl
• CAS-Nummer: 34552-83-5
• Molekulargewicht: 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

Eigenschaften

• 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

Beschreibung

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.

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Legal Information

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

Disclaimer

Toxicity: Toxic (F)

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• Gefahrencodes: H301
• Sicherheitshinweise: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects