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676777

Sigma-Aldrich

(±)-Verapamil, Hydrochloride

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

Synonym(s):

(±)-Verapamil, Hydrochloride, L-Type Calcium Channel Blocker V

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About This Item

Empirical Formula (Hill Notation):
C27H38N2O4 · xHCl
CAS Number:
152-11-4
Molecular Weight:
454.60 (free base basis)
MDL number:
MFCD00055208
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥99% (perchloric acid titration)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

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

shipped in

ambient

storage temp.

10-30°C

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

General description

A derivative of papaverine that blocks Ca2+ channels (principally the L-type) in smooth and cardiac muscle cells. Vasodilator and antiarrhythmic agent. Inhibits the entry of Ca2+ through voltage-dependent Ca2+ channels in cell membranes. Blocks both activated and inactivated Ca2+ channels. An adrenergic antagonist. Induces apoptosis of human primary and metastatic colon adenocarcinoma cell lines in vitro.
A papaverine derivative that blocks Ca2+ channels (principally the L-type) in smooth and cardiac muscle cells. Vasodilator and antiarrhythmic agent. Known to reduce the renal clearance of digoxin. Induces apoptosis of human primary and metastatic colon adenocarcinoma cell lines in vitro.

Biochem/physiol Actions

Cell permeable: no
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Toxic (F)

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Lonsberry, B.B., et al. 1994. Pharmacology 49, 23.
Shchepotin, I.B., et al. 1994. Anticancer Res.14, 1027.
Janis, R., et al. 1987. Adv. Drug Res.16, 309.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

hcodes

H301,H411

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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