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Nicardipine

From Wikipedia, the free encyclopedia
Antihypertensive drug of the calcium channel blocker class

Pharmaceutical compound
Nicardipine
Clinical data
Trade namesCardene
AHFS/Drugs.comMonograph
MedlinePlusa695032
Routes of
administration
Oral, intravenous
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding>95%
Eliminationhalf-life8.6 hours
Identifiers
  • 2-[benzyl(methyl)amino]ethylmethyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.054.466Edit this at Wikidata
Chemical and physical data
FormulaC26H29N3O6
Molar mass479.533 g·mol−1
3D model (JSmol)
Melting point136–138 °C (277–280 °F)
  • O=C(OCCN(Cc1ccccc1)C)\C2=C(\N/C(=C(/C(=O)OC)C2c3cccc([N+]([O-])=O)c3)C)C
  • InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3 checkY
  • Key:ZBBHBTPTTSWHBA-UHFFFAOYSA-N checkY
  (verify)

Nicardipine (Cardene) is amedication used to treatangina andhypertension, especially forhemorrhagic stroke patients.[1] It belongs to thedihydropyridine class ofcalcium channel blockers (CCBs). It is also used forRaynaud's phenomenon. It is available in by mouth and intravenous formulations. It has been used inpercutaneous coronary intervention.[2]

Its mechanism of action and clinical effects closely resemble those ofnifedipine and the other dihydropyridine calcium channel blockers (amlodipine,felodipine), except that nicardipine is more selective for cerebral and coronary blood vessels. It is primarily a peripheral arterial vasodilator, thus unlike the nitrovasodilators (nitroglycerin and nitroprusside), cardiac preload is minimally affected. It has the longest duration among parenteral CCBs.[3][4] As its use may lead to reflex tachycardia, it is advisable to use it in conjunction with abeta-blocker.[4][3] In the setting of a rupturedbrain aneurysm, nicardipine may be used (ifnimodipine is unavailable) to reduce blood pressure and as prevention or treatment againstcerebral vasospasm.[1]

It was patented in 1973 and approved for medical use in 1981.[5] Nicardipine was approved by the FDA in December 1988. The patent for both Cardene and Cardene SR expired in October 1995.[6]

Medical uses

[edit]

Hypertensive emergency

[edit]

Nicardipine is a calcium channel blocker used primarily for the management of hypertension and angina. It is particularly effective in the treatment of acute and severe hypertension, including hypertensive emergency.[7] This is due to the rapid onset and short half-life of this drug, which allows for precision in the control of blood pressure.

Other

[edit]

Nicardipine is also used commonly in the perioperative setting for blood pressure fluctuations during surgery.[8] Other scenarios for usage of Nicardipine include subarachnoid hemorrhage and hypertensive crisis of pregnancy.[9]

Side effects

[edit]

Nicardipine is associated to a wide range of side effects, due mainly to its vasodilatory effects. Common adverse effects include dizziness, fainting, flushing and peripheral edema.[10] This is a direct result to the relaxation of blood vessels and lower systemic vascular resistance.

Hypotension is another frequently observed side effect, particularly seen in scenarios when this medication is used intravenously for hypertensive emergencies.[11] Reflex tachycardia is a common compensatory response to vasodilation.[12] These side effects are usually mild and resolve following adjustment in dosage of the medication or discontinuation.

See also

[edit]

References

[edit]
  1. ^abHemphill JC, Smith WS, Gress DR (2022). "Chapter 429: Subarachnoid Hemorrhage".Harrison's Principles of Internal Medicine (21st ed.). New York: McGraw Hill.ISBN 978-1-264-26850-4.
  2. ^Huang RI, Patel P, Walinsky P, Fischman DL, Ogilby JD, Awar M, et al. (November 2006). "Efficacy of intracoronary nicardipine in the treatment of no-reflow during percutaneous coronary intervention".Catheterization and Cardiovascular Interventions.68 (5):671–676.doi:10.1002/ccd.20885.PMID 17034064.S2CID 37071966.
  3. ^abFreeman BS (2014)."Vasodilators". In Freeman BS, Berger JS (eds.).Anesthesiology Core Review: Part One Basic Exam. McGraw Hill.ISBN 978-0-07-182137-7.
  4. ^abSutters M (2022)."Hypertensive urgencies & emergencies.". In Papadakis MA, McPhee SJ, Rabow MW, McQuaid KR (eds.).Current Medical Diagnosis & Treatment. McGraw Hill.ISBN 978-1-2642-6938-9.
  5. ^Fischer J, Ganellin CR (2006).Analogue-based Drug Discovery. John Wiley & Sons. p. 464.ISBN 978-3-527-60749-5.
  6. ^"Nicardipine".Medline Plus. U.S. National Library of Medicine.
  7. ^Peacock WF, Varon J, Baumann BM, Borczuk P, Cannon CM, Chandra A, et al. (2011-06-27)."CLUE: a randomized comparative effectiveness trial of IV nicardipine versus labetalol use in the emergency department".Critical Care.15 (3): R157.doi:10.1186/cc10289.PMC 3219031.PMID 21707983.
  8. ^Kovac AL, Masiongale A (February 2007). "Comparison of nicardipine versus esmolol in attenuating the hemodynamic responses to anesthesia emergence and extubation".Journal of Cardiothoracic and Vascular Anesthesia.21 (1):45–50.doi:10.1053/j.jvca.2006.08.005.PMID 17289479.
  9. ^Awaludin A, Rahayu C, Daud NA, Zakiyah N (February 2022)."Antihypertensive Medications for Severe Hypertension in Pregnancy: A Systematic Review and Meta-Analysis".Healthcare.10 (2): 325.doi:10.3390/healthcare10020325.PMC 8872490.PMID 35206939.
  10. ^Wallin JD (February 1990). "Intravenous nicardipine hydrochloride: treatment of patients with severe hypertension".American Heart Journal.119 (2 Pt 2):434–437.doi:10.1016/S0002-8703(05)80064-X.PMID 2405613.
  11. ^Cornette J, Buijs EA, Duvekot JJ, Herzog E, Roos-Hesselink JW, Rizopoulos D, et al. (January 2016). "Hemodynamic effects of intravenous nicardipine in severely pre-eclamptic women with a hypertensive crisis".Ultrasound in Obstetrics & Gynecology.47 (1):89–95.doi:10.1002/uog.14836.PMID 25721057.
  12. ^Yamamoto R, Suzuki S, Sugawara R, isito J, Koizumi H, Momoo T, et al. (2018-01-22)."Abstract WP328: Suppression of Tachycardia and Cost Effectiveness of Bisoprolol Transdermal Patch Addition to Intravenous Nicardipine in Antihypertensive Treatment for Acute Intracerebral Hemorrhage".Stroke.49 (Suppl_1): AWP328.doi:10.1161/str.49.suppl_1.WP328.
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
KCaTooltip Calcium-activated potassium channel
Blockers
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
LGICsTooltip Ligand gated ion channels
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
Receptor
(ligands)
GlyRTooltip Glycine receptor
NMDARTooltip N-Methyl-D-aspartate receptor
Transporter
(blockers)
GlyT1Tooltip Glycine transporter 1
GlyT2Tooltip Glycine transporter 2
CARTooltip Constitutive androstane receptor
PXRTooltip Pregnane X receptor
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