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Product Name

Verapamil

CAS Number

52-53-9

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Product Name:
Verapamil
CAS Number:
52-53-9
Indication:
For the treatment of hypertension, angina, and cluster headache prophylaxis.
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.

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.

Toxicity:

LD50=8 mg/kg (i.v. in mice)

IUPAC:
2-(3, 4-dimethoxyphenyl)-5-{[2-(3, 4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
ATC:
C08DA01
PubChem:
2520
DrugBank:
DB00661 (APRD00335)
Formula:
C41H42N4O8
Molecular Mass:
454.6016
Synonyms:
Verapamil [Usan:Ban:Inn] Verapamil HCl Verapamilo [INN-Spanish] Verapamilum [INN-Latin]
SMILES:
COC1=C(OC)C=C(CCN(C)CCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)C=C1
AHFS Code:
24:28.9
InChi:
SGTNSNPWRIOYBX-UHFFFAOYSA-N
General Reference:
General Reference:

  1. Bellamy WT: P-glycoproteins and multidrug resistance. Annu Rev Pharmacol Toxicol. 1996;36:161-83. Pubmed

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