Verapamil hydrochlorideA calcium channel protein inhibitor in cardiac muscle cells

Verapamil hydrochloride (CAS 152-11-4)

Verapamil hydrochloride | CAS 152-11-4 is rated 5.0 out of 5 by 1.
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Synonym: Verapamil HCl; Manidon
Application: A calcium channel protein inhibitor in cardiac muscle cells
CAS Number: 152-11-4
Purity: >99%
Molecular Weight: 491.06
Molecular Formula: C27H38N2O4•HCl
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Verapamil hydrochloride is an α-adrenergic receptor (α-AR) antagonist and calcium channel protein inhibitor that blocks the L-type Ca2+ channels in smooth and cardiac muscle cells. Verapamil is an antiarrhythmic agent and vasodilator known to reduce the renal clearance of digoxin and induce apoptosis in primary and metastatic colon adenocarcinoma human cell lines in vitro. It has been observed that verapamil can induce currents by itself, presumably by acting on the potassium and chloride leakage. Verapamil has also been used as an inhibitor of drug efflux pump proteins such as Mdr (P-glycoprotein). Verapamil is a substrate of CYP3A4 and CYP2C6.


References

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2. Atlas, D., et al. 1981. Proc. Natl. Acad. Sci. U.S.A. 78: 1237-1241. PMID: 6112742
3. Scharff, O. and Foder, B. 1984. Biochim. Biophys. Acta. 772: 29-36. PMID: 6231956
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7. Bellamy, W.T. 1996. Annu. Rev. Pharmacol. Toxicol. 36: 161-183. PMID: 8725386
8. Hυbschle, T., et al. 1997. Arzneimittelforschung. 47: 1-5. PMID: 9037434
9. Kantola, T., et al. 1998. Clin. Pharmacol. Ther. 64: 177-182. PMID: 9728898
10. Verschraagen, M., et al. 1999. Pharmacol. Res. 40: 301-306. PMID: 10527640
11. He, L. and Liu, G.Q. 2002. Acta Pharmacol. Sin. 23: 423-429. PMID: 11978192

Physical State :
Solid
Solubility :
Soluble in water (83 mg/mL), ethanol (200 proof) (26 mg/mL), methanol (>100 mg/mL), propylene glycol (93 mg/mL), ethanol (190 proof) (>100 mg/mL), 2-propanol (4.6 mg/mL), ethyl acetate (1.0 mg/mL), DMF (>100 mg/mL), dichloromethane (>100 mg/mL), chloroform (sparingly) at 21° C, and hexane (0.001 mg/mL).
Storage :
Store at room temperature
Melting Point :
~142° C (dec.)
Refractive Index :
n25D 1.54
IC50 :
Intracellular uptake of drug in presence of 3H VBL and VRP: IC50 = 23 nM ( 2SC/20 cell line); Intracellular uptake of drug in presence of 3H VBL and VRP: IC50 = 29 nM (HET-SR-2SC-LNM cell line); Intracellular uptake of drug in presence of 3H VBL and absence of VRP: IC50 = 22 nM (HET-SR-2SC-LNM cell line); Intracellular uptake of drug in presence of 3H VBL and in absence of VRP: IC50 = 10 nM (2SC/20 cell line); T.Cruzi Infection: EC5050 = 61 nM; T.Cruzi Replication.: EC5050 = 100 nM
pK Values :
pKa: 8.92, pKb: 8.97
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
YV8320000
PubChem CID :
62969
Merck Index :
14: 9950
MDL Number :
MFCD00055208
EC Number :
205-800-5
Beilstein Registry :
3647093
SMILES :
CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC.Cl

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Verapamil hydrochloride  Product Citations

See how others have used Verapamil hydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 16 total

PMID: # 28272433  Orfi, Z. et al. 2017. Sci Rep. 7: 44073.

PMID: # 27926506  Su, L. et al. 2017. Oncotarget. 8: 2617-2627.

PMID: # 24178131  Tadesse, T. et al. 2014. J. Comp. Physiol. A Neuroethol. Sens. Neural. Behav. Physiol. 200: 53-76.

PMID: # 23652407  Tamraz, B. et al. 2013. Pharmacogenet. Genomics. 23: 355-64.

PMID: # 21106390  Bilhim, T. et al. 2011. J Vasc Interv Radiol. 22: 21-7.

PMID: # 19661061  Xu, L. et al. 2009. J. Biol. Chem. 284: 27265-27272.

PMID: # 19638344  Zhao, L. et al. 2009. J. Biol. Chem. 284: 26273-26285.

PMID: # 18424439  Yalcin, S. et al. 2008. J. Biol. Chem. 283: 25692-25705.

PMID: # 17237229  Ellison, GM. et al. 2007. J. Biol. Chem. 282: 11397-11409.

PMID: # 17613490  Zhang, F. et al. 2007. J. Biol. Chem. 282: 25259-25269.

Citations 1 to 10 of 16 total
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Rated 5 out of 5 by from Verapamil hydrochloride was used to inhibit Verapamil hydrochloride was used to inhibit insulin secretion by blocking calcium channels (PubMed ID 10967119). - SCBT Publication Review
Date published: 2015-02-27
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