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L4762

Sigma-Aldrich

Loperamid -hydrochlorid

98-102% (USP), powder, Ca2+ channel blocker

Synonym(e):

4-(4-Chlorphenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinbutyramid -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C29H33ClN2O2 · HCl
CAS-Nummer:
34552-83-5
Molekulargewicht:
513.50
EG-Nummer:
252-082-4
MDL-Nummer:
MFCD00058581
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278042
NACRES:
NA.77

product name

Loperamid -hydrochlorid,

Qualitätsniveau

200

Ersteller

Johnson & Johnson

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

InChIKey

PGYPOBZJRVSMDS-UHFFFAOYSA-N

Angaben zum Gen

human ... OPRM1(4988)

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Anwendung

Loperamide hydrochloride (HCl) has been used in inflammatory pain experiments and to assess the functionality of proteins. 54

Biochem./physiol. Wirkung

Loperamide hydrochloride (HCl) is a non-selective Ca2+ channel blocker. At nanomolar concentrations, it binds to μ-opioid receptors. Loperamide HCl does not cross the blood-brain barrier.

Leistungsmerkmale und Vorteile

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Angaben zur Herstellung

Slightly soluble in water and dilute acids, freely soluble in methanol and in chloroform, soluble in ethanol (95%).

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

WGK

WGK 3

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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J Church et al.
Molecular pharmacology, 45(4), 747-757 (1994-04-01)
The effects of the antidiarrheal agent loperamide on high-voltage-activated (HVA) calcium channel activity and excitatory amino acid-evoked responses in two preparations of cultured hippocampal pyramidal neurons were examined. In rat hippocampal neurons loaded with the calcium-sensitive dye fura-2, rises in
Raphaël Weibel et al.
PloS one, 8(9), e74706-e74706 (2013-09-27)
Opiates are powerful drugs to treat severe pain, and act via mu opioid receptors distributed throughout the nervous system. Their clinical use is hampered by centrally-mediated adverse effects, including nausea or respiratory depression. Here we used a genetic approach to
D L DeHaven-Hudkins et al.
The Journal of pharmacology and experimental therapeutics, 289(1), 494-502 (1999-03-23)
The antihyperalgesic properties of the opiate antidiarrheal agent loperamide (ADL 2-1294) were investigated in a variety of inflammatory pain models in rodents. Loperamide exhibited potent affinity and selectivity for the cloned micro (Ki = 3 nM) compared with the delta
Olivia Benguettat et al.
PLoS pathogens, 14(9), e1007279-e1007279 (2018-09-05)
The digestive tract is the first organ affected by the ingestion of foodborne bacteria. While commensal bacteria become resident, opportunistic or virulent bacteria are eliminated from the gut by the local innate immune system. Here we characterize a new mechanism
Tamara Casteels et al.
Molecular metabolism, 54, 101329-101329 (2021-08-29)
The loss of forkhead box protein O1 (FoxO1) signaling in response to metabolic stress contributes to the etiology of type II diabetes, causing the dedifferentiation of pancreatic beta cells to a cell type reminiscent of endocrine progenitors. Lack of methods
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