(±)-Verapamil . hydrochloride (USP Grade)

Article No AG-CR1-3627-G001
Product Type Chemicals & Biochemicals
Research Area Metabolism
Format Powder
Size 1 g

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Specifications

CAS No 152-11-4
MW 454.6 . 36.5
Country Availability DK, EE, FI, IS, LT, LV, NO, SE
Data Sheet Link https://www.adipogen.com/productmanagement/resource/download/type/sheet/id/10764
Description (±)-Verapamil . hydrochloride (USP Grade)
Supplier Adipogen Life Sciences
Notes Chemical. CAS: 152-11-4. Formula: C27H38N2O4 . HCl. MW: 454.6 . 36.5. Synthetic. alpha1-Adrenergic receptor (alpha-AR) antagonist. Prototypical calcium channel protein inhibitor that blocks the L-type Ca2+ channels in smooth and cardiac muscle cells. Vasodilator known to reduce the renal clearance of digoxin and used to control hypertension, angina, cardiac arrhythmia and vascular headaches. Apoptosis inducer in primary and metastatic colon adenocarcinoma human cell lines in vitro. Inhibitor of drug efflux pump proteins such as Mdr (P-glycoprotein) which are often over-expressed in certain tumor cell lines. Substrate of CYP3A4 and CYP2C6. Used in fluorescent cell sorting for DNA content, as it blocks efflux of a variety of DNA-binding fluorophores such as Hoechst 33342. Anti-diabetic in animal models by limiting TXNIP expression.
Molecular Formula C27H38N2O4 . HCl
Alias Names NSC135784; NSC272366; NSC657799
Purity >99%
References New antiarrhythmic agents: amiodarone, aprindine, disopyramide, ethmozin, mexiletine, tocainide, verapamil: D.P. Zipes & P.J. Troup; Am. J. Cardiol. 41, 1005 (1978) (Review) | alpha-adrenergic antagonists as possible calcium channel inhibitors: D. Atlas & M. Adler; PNAS 78, 1237 (1981) | Verapamil hydrochloride: pharmacological properties and role in cardiovascular therapeutics: S.H. Baky & B.N. Singh; Pharmacotherapy 2, 328 (1982) (Review) | Verapamil: full spectrum calcium channel blocking agent: an overview: J.R. Guerrero & S.S. Martin; Med. Res. Rev. 4, 87 (1984) (Review) | The calcium channel blocker verapamil and cancer chemotherapy: W.G. Simpson; Cell Calcium 6, 449 (1985) (Review) | The mechanism of action of calcium antagonists relative to their clinical applications: B.N. Singh; Br. J. Clin. Pharmacol. 21, 109S (1986) | Enhancement of the mutagenicity of anticancer drugs by the calcium antagonists verapamil and fendiline: W. Scheid, et al.; Arzneimittelforschung 41, 901 (1991) (Review) | Apoptosis of human primary and metastatic colon adenocarcinoma cell lines in vitro induced by 5-fluorouracil, verapamil, and hyperthermia: I.B. Shchepotin, et al.; Anticancer Res. 14, 1027 (1994) | Reversal of a novel multidrug resistance mechanism in human colon carcinoma cells by fumitremorgin C: S.K. Rabindran, et al.; Cancer Res. 58, 5850 (1998) | Erythromycin and verapamil considerably increase serum simvastatin and simvastatin acid concentrations: T. Kantola, et al.; Clin. Pharmacol. Ther. 64, 177 (1998) | P-glycoprotein system as a determinant of drug interactions: the case of digoxin-verapamil: M. Verschraagen, et al.; Pharmacol. Res. 40, 301 (1999) | Preventing beta-cell loss and diabetes with calcium channel blockers: G. Xu, et al.; Diabetes 61, 848 (2012)
Solubility Soluble in methanol (50 mg/ml), ethanol or water.
Source / Host synthetic
Storage +4°C
Technical Specifications alpha1-Adrenergic receptor (alpha-AR) antagonist. Prototypical calcium channel protein inhibitor that blocks the L-type Ca2+ channels in smooth and cardiac muscle cells. Vasodilator known to reduce the renal clearance of digoxin and used to control hypertension, angina, cardiac arrhythmia and vascular headaches. Apoptosis inducer in primary and metastatic colon adenocarcinoma human cell lines in vitro. Inhibitor of drug efflux pump proteins such as Mdr (P-glycoprotein) which are often over-expressed in certain tumor cell lines. Substrate of CYP3A4 and CYP2C6. Used in fluorescent cell sorting for DNA content, as it blocks efflux of a variety of DNA-binding fluorophores such as Hoechst 33342. Anti-diabetic in animal models by limiting TXNIP expression.

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