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Clevidipine Butyrate

CAS No:
167221-71-8 Categories: , , ,
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Product Details:

  • Product Name: Clevidipine Butyrate
  • CAS #: 167221-71-8
  • Mode of Action:

    Possibly by deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum, clevidipine inhibits the influx of extracellular calcium across both the myocardial and vascular smooth muscle cell membranes. The resultant inhibition of the contractile processes of the myocardial smooth muscle cells leads to dilation of the coronary and systemic arteries and improved oxygen delivery to the myocardial tissue.

  • Pharmacodynamics:

    Clevidipine belongs to a well-known class of drugs called dihydropyridine calcium channel antagonists. Clevidpine is the first third generation intravenous dihydropyridine calcium channel blocker. In vitro studies demonstrated that clevidipine acts by selectively relaxing the smooth muscle cells that line small arteries, resulting in arterial dilation, widening of the artery opening, and without reducing central venous pressure or reducing cardiac output.

  • Metabolism:
    Clevidipine is rapidly hydrolyzed to inactive metabolites by esterases in arterial blood.
  • IUPAC: methyl 5-{[(butanoyloxy)methoxy]carbonyl}-4-(2, 3-dichlorophenyl)-2, 6-dimethyl-1, 4-dihydropyridine-3-carboxylate
  • ATC: C08CA16
  • PubChem: 153994
  • DrugBank: DB04920
  • Formula: C21H23Cl2NO6
  • Molecular Mass: 456.316
  • Synonyms: (Butanoyloxy)methyl methyl (4RS)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, Clevelox, Clevidipine, Clevidipine butyrate, Cleviprex, H 324/38, H324/38, Methyl (1-oxobutoxy)methyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate, rac-Clevidipine, UNII-19O2GP3B7Q
  • SMILES: CCCC(=O)OCOC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC(Cl)=C1Cl)C(=O)OC
  • InChl: InChI=1S/C21H23Cl2NO6/c1-5-7-15(25)29-10-30-21(27)17-12(3)24-11(2)16(20(26)28-4)18(17)13-8-6-9-14(22)19(13)23/h6,8-9,18,24H,5,7,10H2,1-4H3
  • General Reference:

     

    1. Zhang JG, Dehal SS, Ho T, Johnson J, Chandler C, Blanchard AP, Clark RJ Jr, Crespi CL, Stresser DM, Wong J: Human cytochrome p450 induction and inhibition potential of clevidipine and its primary metabolite h152/81. Drug Metab Dispos. 2006 May;34(5):734-7. Epub 2006 Feb 24. Pubmed
    2. Nordlander M, Sjoquist PO, Ericsson H, Ryden L: Pharmacodynamic, pharmacokinetic and clinical effects of clevidipine, an ultrashort-acting calcium antagonist for rapid blood pressure control. Cardiovasc Drug Rev. 2004 Fall;22(3):227-50. Pubmed
    3. Wang QD, Segawa D, Ericsson H, Sjoquist PO, Johansson L, Ryden L: Time-dependent cardioprotection with calcium antagonism and experimental studies with clevidipine in ischemic-reperfused pig hearts: part I. J Cardiovasc Pharmacol. 2002 Aug;40(2):228-34. Pubmed
    4. Stephens CT, Jandhyala BS: Effects of fenoldopam, a dopamine D-1 agonist, and clevidipine, a calcium channel antagonist, in acute renal failure in anesthetized rats. Clin Exp Hypertens. 2002 May;24(4):301-13. Pubmed
    5. https://www.cleviprex.com/clev-pdfs/1%2014_Proposed_PI-S-003%20(clean%20ver).pdf
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