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1711202

USP

Verapamil hydrochloride

United States Pharmacopeia (USP) Reference Standard

Synonyme(s) :

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

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About This Item

Formule linéaire :
(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
Numéro CAS:
152-11-4
Poids moléculaire :
491.06
Numéro Beilstein :
3647093
Numéro CE :
205-800-5
Numéro MDL:
MFCD00055208
Code UNSPSC :
41116107
ID de substance PubChem :
329751490
Nomenclature NACRES :
NA.24

Qualité

pharmaceutical primary standard

Famille d'API

verapamil

Fabricant/nom de marque

USP

Pf

142 °C (dec.) (lit.)

Application(s)

pharmaceutical (small molecule)

Format

neat

Chaîne 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

Clé InChI

DOQPXTMNIUCOSY-UHFFFAOYSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

Remarque sur l'analyse

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.  ​

Autres remarques

Sales restrictions may apply.

Pictogrammes

Skull and crossbonesEnvironment
GHS06,GHS09

Mention d'avertissement

Danger

Mentions de danger

H301,H411

Classification des risques

Acute Tox. 3 Oral - Aquatic Chronic 2

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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USP

1134120

Cisapride

PD 169316 ≥98% (HPLC), solid

Sigma-Aldrich

P9248

PD 169316

BIX ≥98% (HPLC)

Sigma-Aldrich

SML1073

BIX

Nifedipine ≥98% (HPLC), powder

Sigma-Aldrich

N7634

Nifedipine

Sigma-Aldrich

Sigma-Aldrich

5.04314

Bortezomib

bisBenzimide H 33342 trihydrochloride ≥98% (HPLC and TLC)

Sigma-Aldrich

B2261

bisBenzimide H 33342 trihydrochloride

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
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
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
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
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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