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Merck

1370000

USP

Loperamide hydrochloride

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutyramide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C29H33ClN2O2 · HCl
CAS Number:
34552-83-5
Molecular Weight:
513.50
MDL number:
MFCD00058581
NACRES:
NA.24
PubChem Substance ID:
329750255
UNSPSC Code:
41116107

Product Name

Loperamide hydrochloride, United States Pharmacopeia (USP) Reference Standard

InChI key

PGYPOBZJRVSMDS-UHFFFAOYSA-N

SMILES string

Cl.CN(C)C(=O)C(CCN1CCC(O)(CC1)c2ccc(Cl)cc2)(c3ccccc3)c4ccccc4

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

grade

pharmaceutical primary standard

API family

loperamide

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... OPRM1(4988)

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Loperamide hydrochloride USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Loperamide Hydrochloride Tablets
  • Loperamide Hydrochloride Capsules
  • Loperamide Hydrochloride Oral Solution

Other Notes

Sales restrictions may apply.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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H Miyazaki et al.
European journal of drug metabolism and pharmacokinetics, 4(4), 199-206 (1979-01-01)
Following oral administration of [14C]loperamide hydrochloride in 1 mg/kg to rats, plasma levels of radioactivity reached maximum at 4 hrs and decreased with a half-life of 4.1 hrs. Radioactivity in 96-hr feces accounted for 95% of the dose, with 30%
Acute infectious diarrhea in immunocompetent adults.
Herbert L DuPont
The New England journal of medicine, 370(16), 1532-1540 (2014-04-18)
Loperamide hydrochloride.
L M Daugherty
American pharmacy, NS30(12), 45-48 (1990-12-01)
Jae-Suk Choi et al.
Evidence-based complementary and alternative medicine : eCAM, 2014, 878503-878503 (2014-09-13)
Aim. The objective was to evaluate the synergistic effects of fermented rice extracts (FRe) on the laxative and probiotic properties of yoghurt in rats with loperamide-induced constipation. Methods. After constipation induction, yoghurt containing FRe (BFRe; 0.05%, 0.1%, or 1%) was
William C Kreisl et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 56(1), 82-87 (2014-12-17)
The permeability-glycoprotein (P-gp) efflux transporter is densely expressed at the blood-brain barrier, and its resultant spare capacity requires substantial blockade to increase the uptake of avid substrates, blunting the ability of investigators to measure clinically meaningful alterations in P-gp function.
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