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Merck

PHR1131

Supelco

(±)-Verapamil hydrochloride

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
Número de CAS:
Peso molecular:
491.06
Beilstein:
3647093
Número CE:
Número MDL:
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
NACRES:
NA.24

grado

certified reference material
pharmaceutical secondary standard

Nivel de calidad

Agency

traceable to Ph. Eur. V0100000
traceable to USP 1711202

familia API

verapamil

CofA

current certificate can be downloaded

técnicas

HPLC: suitable
gas chromatography (GC): suitable

mp

142 °C (dec.) (lit.)

aplicaciones

pharmaceutical (small molecule)

formato

neat

temp. de almacenamiento

2-30°C

cadena 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

Clave InChI

DOQPXTMNIUCOSY-UHFFFAOYSA-N

Información sobre el gen

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Descripción general

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Verapamil hydrochloride is a calcium channel blocker used commonly for the management of angina, supra-ventricular tachyarrhythmia, hypertension, migraine and atrial tachyarrhythmias.

Aplicación

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Verapamil hydrochloride may be used as a pharmaceutical reference standard for the determination of the analyte in drug raw material and pharmaceutical formulations by high performance liquid chromatography and spectrophotometric method, respectively.

Acciones bioquímicas o 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 análisis

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Otras notas

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Nota al pie de página

To see an example of a Certificate of Analysis for this material enter LRAA5980 in the slot below. This is an example certificate only and may not be the lot that you receive.

Pictogramas

Skull and crossbonesEnvironment

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Oral - Aquatic Chronic 2

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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Visite la Librería de documentos

Spectrophotometric method for the determination of verapamil hydrochloride in pharmaceutical formulations using N-bromosuccinimide as oxidant
Rahman N et al.
Il Farmaco (Societa Chimica Italiana : 1989), 59(7), 529-536 (2004)
High-performance liquid chromatographic method for the assay of verapamil hydrochloride and related compounds in raw material
Lacroix PM, et al.
Journal of Pharmaceutical and Biomedical Analysis, 9(10-12), 817-822 (1991)
Overdose of sustained-release verapamil
Barrow PM, et al.
British journal of anaesthesia, 72(3), 361-365 (1994)
Maria Feldmann et al.
The Lancet. Neurology, 12(8), 777-785 (2013-06-22)
Studies in rodent models of epilepsy suggest that multidrug efflux transporters at the blood-brain barrier, such as P-glycoprotein, might contribute to pharmacoresistance by reducing target-site concentrations of antiepileptic drugs. We assessed P-glycoprotein activity in vivo in patients with temporal lobe
Irena Roci et al.
Cell reports, 26(7), 1691-1700 (2019-02-14)
Alterations in cell-cycle regulation and cellular metabolism are associated with cancer transformation, and enzymes active in the committed cell-cycle phase may represent vulnerabilities of cancer cells. Here, we map metabolic events in the G1 and SG2M phases by combining cell

Protocolos

LC/MS/MS Analysis of Interacting Cardiac Drugs Digoxin, Quinidine, Amiodarone and Verapamil on Titan™ C18

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