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L4762

Sigma-Aldrich

Loperamide hydrochloride

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C29H33ClN2O2 · HCl
Número CAS:
Peso molecular:
513.50
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

product name

Loperamide hydrochloride,

originador

Johnson & Johnson

cadeia de caracteres SMILES

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

chave InChI

PGYPOBZJRVSMDS-UHFFFAOYSA-N

Informações sobre genes

human ... OPRM1(4988)

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Aplicação

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

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Nota de preparo

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

Pictogramas

Skull and crossbones

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

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


Certificados de análise (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

Artigos

Human epithelial intestinal colonic organoids can be used as an alternative to Caco-2 drug permeability assays for drug screening and compound toxicity testing.

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