(±)-Verapamil hydrochloride

SIGMA/V4629 - ≥99% (titration), powder

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

CAS Number: 152-11-4
Empirical Formula (Hill Notation): C₂₇H₃₈N₂O₄ · HCl
Molecular Weight: 491.06
EC Number: 205-800-5
MDL Number: MFCD00055208
Linear Formula: (CH₃O)₂C₆H₃CH₂CH₂N(CH₃)(CH₂)₃C[C₆H₃(OCH₃)₂][CH(CH₃)₂]CN · HCl
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-V4629-1G	1 g	$106.00 1/EA	Add To Favorites
45-V4629-5G	5 g	$425.00 1/EA	Add To Favorites
45-V4629-10G	10 g	$736.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: V4629-1G.

Properties
Descriptions
Safety Info.
Basic Data

assay	≥99% (titration)
color	white
form	powder
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
mp	142 °C (dec.) (lit.)
originator	Pfizer
Quality Level	100
SMILES string	Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC
solubility	ethanol: soluble
	methanol: 50 mg/mL

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. 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 .
Features and Benefits:	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 .
Features and Benefits:	This compound was developed by Pfizer . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
Packaging:	1, 5, 10 g in glass bottle

Symbol	GHS06,GHS09
Signal word	Danger
Hazard statements	H301 - H411
Precautionary statements	P264 - P270 - P273 - P301 + P310 - P391 - P405
Hazard Codes	T
Risk Statements	23/24/25
Safety Statements	36/37-45
RIDADR	UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s.,
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99% (titration)
mp	142 °C (dec.) (lit.)
UNSPSC	12352200

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