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Merck

34014

Loperamide hydrochloride

VETRANAL®, analytical 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
NACRES:
NA.24
PubChem Substance ID:
329754758
UNSPSC Code:
41116107
EC Number:
252-082-4
MDL number:
MFCD00058581

Product Name

Loperamide hydrochloride, VETRANAL®, analytical standard

InChI key

PGYPOBZJRVSMDS-UHFFFAOYSA-N

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

SMILES string

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

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Quality Level

100

Gene Information

human ... OPRM1(4988)

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Application

Loperamide hydrochloride may be used as an analytical reference standard for the quantification of the analyte in biological fluids using various chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Loperamide is an antidiarrheal agent used in controlling acute nonspecific diarrhea and chronic diarrhea associated with inflammatory bowel diseases.

Legal Information

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

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8201
BCCH5624
BCCB2041
BCBX0839

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Quantitation of loperamide and N-demethyl-loperamide in human plasma using electrospray ionization with selected reaction ion monitoring liquid chromatography-mass spectrometry.
He H, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 744(323-331), 2-2 (2000)
LC-MS determination and bioavailability study of loperamide hydrochloride after oral administration of loperamide capsule in human volunteers.
Yu H-J, et al.
Journal of Pharmaceutical and Biomedical Analysis, 36(2), 421-427 (2004)
Matthias Ringkamp et al.
PloS one, 7(7), e42105-e42105 (2012-08-01)
Loperamide reverses signs of mechanical hypersensitivity in an animal model of neuropathic pain suggesting that peripheral opioid receptors may be suitable targets for the treatment of neuropathic pain. Since little is known about loperamide effects on the responsiveness of primary
Arnold Wald
Best practice & research. Clinical gastroenterology, 26(5), 573-580 (2013-02-07)
IBS is a functional gastrointestinal disorder which has been subtyped according to bowel habits. This review presents recommendations for IBS-D which makes up about 1/3 of all patients and which is defined as IBS with loose or watery stools with
Flavia Neri et al.
Journal of biomedicine & biotechnology, 2012, 896162-896162 (2012-06-01)
Medical treatment in chronic constipation is not always successful. Surgery is indicated in unresponsive selected severe cases. This study presents the distal venous colic ligation in rat as a novel surgical approach. 16 rats (study group) were evaluated in 3
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