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Nicardipine

Catalog No. DB00622 Name DrugBank
CAS Number 55985-32-5 Website http://www.ualberta.ca/
M. F. C26H29N3O6 Telephone (780) 492-3111
M. W. 479.52496 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 504

SYNONYMS

IUPAC name
3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
IUPAC Traditional name
nicardipine
Brand Name
Cardene IV
Cardene SR
Cardene
Synonyms
Nicardipino [INN-Spanish]
Nicardipine HCl
Nicardipinum [INN-Latin]

DATABASE IDS

PubChem CID 4474
CAS Number 55985-32-5
PubChem SID 46504482

PROPERTIES

Hydrophobicity(logP) 3.6
Solubility 2.2 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A potent calcium channel blockader with marked vasodilator action. It has antihypertensive properties and is effective in the treatment of angina and coronary spasms without showing cardiodepressant effects. It has also been used in the treatment of asthma and enhances the action of specific antineoplastic agents. [PubChem]
Indication Used for the management of patients with chronic stable angina and for the treatment of hypertension.
Pharmacology Nicardipine, a dihydropyridine calcium-channel blocker, is used alone or with an angiotensin-converting enzyme inhibitor, to treat hypertension, chronic stable angina pectoris, and Prinzmetal's variant angina. Nicardipine is similar to other peripheral vasodilators. Nicardipine inhibits the influx of extra cellular calcium across the myocardial and vascular smooth muscle cell membranes possibly by deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum. The decrease in intracellular calcium inhibits the contractile processes of the myocardial smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.
Toxicity Oral LD50 Rat = 184 mg/kg, Oral LD50 Mouse = 322 mg/kg
Affected Organisms
Humans and other mammals
Biotransformation Nicardipine HCl is metabolized extensively by the liver.
Absorption While nicardipine is completely absorbed, it is subject to saturable first pass metabolism and the systemic bioavailability is about 35% following a 30 mg oral dose at steady state.
Half Life 8.6 hours
Protein Binding >95%
Elimination Nicardipine has been shown to be rapidly and extensively metabolized by the liver.
Distribution * 8.3 L/kg
Clearance * 0.4 L/hr?kg [Following infusion]
External Links
Wikipedia
RxList
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REFERENCES