676777

(±)-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
• Empirical Formula (Hill Notation): C₂₇H₃₈N₂O₄ · xHCl
• CAS Number: 152-11-4
• Molecular Weight: 454.60 (free base basis)
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00055208
• Assay: ≥99% (perchloric acid titration)
• Form: solid
• Storage condition: OK to freeze

Properties

• Product Name: (±)-Verapamil, Hydrochloride, A papaverine derivative that blocks Ca²⁺ channels (principally the L-type) in smooth and cardiac muscle cells.
• Quality Segment: 100
• description: Merck USA index - 14, 9950
• 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
• SMILES string: [Cl-].[N+H](CCCC(C(C)C)(c2cc(c(cc2)OC)OC)C#N)(CCc1cc(c(cc1)OC)OC)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

Description

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

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

Disclaimer

Toxicity: Toxic (F)

Safety Information

• Pictograms: GHS06,GHS09
• Signal Word: Danger
• Hazard Codes: H301,H411
• Precautionary Statements: P264 - P273 - P301 + P310 - P391 - P405 - P501
• 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