Loperamide hydrochloride

Name: Loperamide hydrochloride
Brand: tocris
SKU: 0840

Catalog # 0840

Citations (1)

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Key Product Details

Description:	Peripherally acting μ agonist; Ca²⁺ channel blocker
Chemical Name:	4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide hydrochloride
Purity:	≥99% (HPLC)
Molecular Weight:	513.51

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Biological Activity

Loperamide hydrochloride is a high affinity μ-opioid receptor agonist with peripheral selectivity (K_i values are 2, 48 and 1156 nM for μ-, δ- and κ-opioid receptors respectively). Antidiarrhoeal and antihyperalgesic agent. Also a Ca²⁺ channel blocker; at low micromolar concentrations it blocks broad spectrum neuronal HVA Ca²⁺ channels and at higher concentrations it reduces Ca²⁺ flux through NMDA receptor operated channels. Inhbits replication of MERS-CoV and SARS-CoV in vitro.

Technical Data

M. Wt	513.51
Formula	C₂₉H₃₃ClN₂O₂.HCl
Storage	Store at RT
Purity	≥99% (HPLC)
CAS Number	34552-83-5
PubChem ID	71420
InChi Key	PGYPOBZJRVSMDS-UHFFFAOYSA-N
Smiles	Cl.CN(C)C(=O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	ethanol	10.27	20
	DMSO	10.27	20

Preparing Stock Solutions

The following data is based on the product molecular weight 513.51.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.2 mM	9.74 mL	48.68 mL	97.37 mL
1 mM	1.95 mL	9.74 mL	19.47 mL
2 mM	0.97 mL	4.87 mL	9.74 mL
10 mM	0.19 mL	0.97 mL	1.95 mL

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References

References are publications that support the biological activity of the product.

Awouters Pharmacology of antidiarrheal drugs. Annu.Rev.Pharmacol.Toxicol. 1983 PMID: 6307123
Church Loperamide blocks high-voltage activated calcium channels and N-MthD.-aspartate -evoked responses in rat and mouse cultured hippocampal pyramidal neurons. Mol.Pharmacol. 1994 PMID: 8183255
Daly Maitotoxin-elicited calcium influx in cultured cells - effect of calcium channel block. Biochem.Pharmacol. 1995 PMID: 7488233
Dehaven-Hudkins Loperamide (ADL 2-1294), an opioid antihyperalgesic agent with peripheral selectivity. J.Pharmacol.Exp.Ther. 1999 PMID: 10087042
de Wilde Screening of an FDA-approved compound library identifies four small-molecule inhibitors of Middle East Respiratory Syndrome coronavirus replication in cell culture. Antimicrob.Agents.Chemother.

Citations (1)

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Citations are publications that use Bio-Techne products. Selected citations for Loperamide hydrochloride include:

Sałaga et al. (2015) Calea zacatechichi dichloromethane extract exhibits antidiarrheal and antinociceptive effects in mouse models mimicking irritable bowel syndrome. J Pharmacol Exp Ther. 388:1069
PMID: 26068703

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Product Datasheets

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Certificate of Analysis

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Loperamide hydrochloride

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References

Citations (1)

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