Verapamil

CAS No:
52-53-9 Category:
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Product Details:

  • CAS No: 52-53-9
  • AHFC code: 24:28.9
  • Synonyms: Verapamil [Usan:Ban:Inn] Verapamil HCl Verapamilo [INN-Spanish] Verapamilum [INN-Latin]
  • ATC Code: C08DA01
  • Chemical Formula: C41H42N4O8
  • Molecular Weight: 454.6016
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB00661 (APRD00335)
  • SMILES: COC1=C(OC)C=C(CCN(C)CCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)C=C1
  • InChl: SGTNSNPWRIOYBX-UHFFFAOYSA-N
  • PubChem: 2520
  • IUPAC: 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

Additional Details

Indication:
For the treatment of hypertension, angina, and cluster headache prophylaxis.
Pharmacodynamics:
Verapamil is an L-type calcium channel blocker that also has antiarrythmic activity. The R-enantiomer is more effective at reducing blood pressure compared to the S-enantiomer. However, the S-enantiomer is 20 times more potent than the R-enantiomer at prolonging the PR interval in treating arrhythmias.
Mode of Action:
Verapamil inhibits voltage-dependent calcium channels. Specifically, its effect on L-type calcium channels in the heart causes a reduction in ionotropy and chronotropy, thuis reducing heart rate and blood pressure. Verapamil's mechanism of effect in cluster headache is thought to be linked to its calcium-channel blocker effect, but which channel subtypes are involved is presently not known.
Metabolism:
Toxicity:
LD50=8 mg/kg (i.v. in mice)
General Reference:
Bellamy WT: P-glycoproteins and multidrug resistance. Annu Rev Pharmacol Toxicol. 1996;36:161-83. Pubmed
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