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V4629

(±)-Verapamil hydrochloride

≥99% (titration), powder, α1-adrenoceptor antagonist

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Synonym(s):

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

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1 g

Estimated to ship TODAYfromMILWAUKEE

$117.00
5 g

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$468.00
10 g

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$811.00
$689.35

About This Item

Linear Formula:
(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
CAS Number:
Molecular Weight:
491.06
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
205-800-5
MDL number:
Beilstein/REAXYS Number:
3647093
Assay:
≥99% (titration)
Form:
powder

$117.00

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Product Name

(±)-Verapamil hydrochloride, ≥99% (titration), powder

Quality Segment

assay

≥99% (titration)

form

powder

color

white

mp

142 °C (dec.) (lit.)

solubility

methanol: 50 mg/mL, ethanol: soluble

SMILES string

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

InChI key

DOQPXTMNIUCOSY-UHFFFAOYSA-N

Application

Verapamil hydrochloride has been used:
  • to inhibit calcium oscillation in fertilized oocyte
  • to block calcium channel, thereby blocking the action of IL-1β (interleukin-1β), resulting in membrane depolarization
  • to investigate the effect of verapamil on cytotoxicity of 1,3-dilinoleoylglycerol (DLG)

Biochem/physiol Actions

α1-adrenoceptor antagonist; L-type calcium channel blocker.
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.

Features and Benefits

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 is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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This Item
676777M3574Z0127
description

≥99% (titration), powder

description

A papaverine derivative that blocks Ca2+ channels (principally the L-type) in smooth and cardiac muscle cells.

description

≥98% (HPLC)

description

≥98% (HPLC), powder

form

powder

form

solid

form

powder

form

powder

assay

≥99% (titration)

assay

≥99% (perchloric acid titration)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

ethanol: soluble, methanol: 50 mg/mL

solubility

water: 70 mg/mL, methanol: 50 mg/mL, ethanol: soluble

solubility

H2O: ≥30 mg/mL

solubility

H2O: >10 mg/mL

color

white

color

white

color

off-white to light yellow

color

white

mp

142 °C (dec.) (lit.)

mp

-

mp

-

mp

-


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pictograms

Skull and crossbonesEnvironment

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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Questions

  1. How stable are stock solutions in water or DMSO at -20°C or in a refrigerator?

    1 answer
    1. The solution stability of this product has not been determined. However, historical data suggest that solutions in methanol are stable for several weeks when stored refrigerated and protect from light. Manufacturers of aqueous solutions in sodium chloride for therapeutic use indicate a shelf life of 6 months when stored refrigerated and protect from light.

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