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1711202

USP

Verapamil hydrochloride

United States Pharmacopeia (USP) Reference Standard

Sinônimo(s):

(±)-Verapamil hydrochloride, 5-[N-(3,4-Dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride

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About This Item

Fórmula linear:
(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
Número CAS:
152-11-4
Peso molecular:
491.06
Beilstein:
3647093
Número CE:
205-800-5
Número MDL:
MFCD00055208
Código UNSPSC:
41116107
ID de substância PubChem:
329751490
NACRES:
NA.24

grau

pharmaceutical primary standard

família API

verapamil

fabricante/nome comercial

USP

pf

142 °C (dec.) (lit.)

aplicação(ões)

pharmaceutical (small molecule)

formato

neat

cadeia de caracteres SMILES

Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC

InChI

1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H

chave InChI

DOQPXTMNIUCOSY-UHFFFAOYSA-N

Informações sobre genes

human ... CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779)

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Descrição geral

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Aplicação

Verapamil 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:
  • Verapamil Hydrochloride Injection
  • Verapamil Hydrochloride Tablets
  • Verapamil Hydrochloride Extended-Release Capsules
  • Verapamil Hydrochloride Extended-Release Tablets
  • Verapamil Hydrochloride Compounded Oral Solution
  • Verapamil Hydrochloride Compounded Oral Suspension

Ações bioquímicas/fisiológicas

α1-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca2+ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Nota de análise

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.  ​

Outras notas

Sales restrictions may apply.

Pictogramas

Skull and crossbonesEnvironment
GHS06,GHS09

Palavra indicadora

Danger

Frases de perigo

H301,H411

Classificações de perigo

Acute Tox. 3 Oral - Aquatic Chronic 2

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

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Sigma-Aldrich

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Sigma-Aldrich

Sigma-Aldrich

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Sigma-Aldrich

B2261

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S H Baky et al.
Pharmacotherapy, 2(6), 328-353 (1982-11-01)
Verapamil hydrochloride, a prototype calcium antagonist, is now marketed in the United States for the acute treatment of supraventricular tachyarrhythmias and for chronic management of vasospastic and chronic stable angina. It inhibits the slow inward channel in in the heart
S Izdes et al.
Acta clinica Belgica, 69(2), 116-119 (2014-04-15)
Verapamil intoxication is a life-threatening condition that often presents with severe hemodynamic instability and requires vasopressor support. There are also documented case reports of the development of non-cardiogenic pulmonary oedema after verapamil overdose. However, the exact mechanisms responsible for pulmonary
Soon Hyung Park et al.
The Laryngoscope, 124(6), 1444-1451 (2013-10-25)
We investigated whether the round window membrane (RWM) vibration can facilitate dexamethasone perfusion via the RWM in patients with sudden hearing loss. Prospective study. We first performed an in vitro study using a semipermeable membrane. In the subsequent in vivo
Anurag Pandey et al.
The Journal of physiology, 592(16), 3537-3557 (2014-06-08)
The subiculum is a structure that forms a bridge between the hippocampus and the entorhinal cortex (EC), and plays a major role in the memory consolidation process. Here, we demonstrate spike-timing-dependent plasticity (STDP) at the proximal excitatory inputs on the
Yasuo Uchida et al.
The Journal of pharmacology and experimental therapeutics, 350(3), 578-588 (2014-06-21)
The aim of this study was to investigate whether in vivo drug distribution in brain in monkeys can be reconstructed by integrating four factors: protein expression levels of P-glycoprotein (P-gp)/multidrug resistance protein 1 at the blood-brain barrier (BBB), in vitro
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