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Chemical Structure
Chemical Structure
Chemical Structure

(+/-)-Verapamil . hydrochloride (USP Grade) [152-11-4]

Research Use Only
AG-CR1-3627
AdipoGen Life Sciences
Estimated Purity>99%
Product group Chemicals
Molecular Weight454.6 . 36.5
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    (+/-)-Verapamil . hydrochloride (USP Grade) [152-11-4]
  • Delivery Days Customer
    10
  • ADR Class
    6.1
  • Certification
    Research Use Only
  • Estimated Purity
    >99%
  • Hazard Information
    Danger,Excepted quantity
  • Molecular Formula
    C27H38N2O4 . HCl
  • Molecular Weight
    454.6 . 36.5
  • Scientific Description
    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. - 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.
  • SMILES
    [Cl-].COC1=C(OC)C=C(CC[NH+](C)CCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)C=C1
  • Storage Instruction
    2°C to 8°C
  • UN Number
    UN 2811
  • UNSPSC
    12352200

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)