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CAS 105618-03-9

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(S)-Felodipine

Description:
(S)-Felodipine is a calcium channel blocker primarily used in the treatment of hypertension and angina pectoris. It belongs to the dihydropyridine class of compounds and is characterized by its chiral nature, with the (S)-enantiomer being the active form. The molecular formula of (S)-Felodipine includes carbon, hydrogen, nitrogen, and oxygen, contributing to its pharmacological properties. This compound exhibits a high lipophilicity, which enhances its absorption and bioavailability when administered orally. Its mechanism of action involves the inhibition of calcium ions from entering vascular smooth muscle and cardiac muscle, leading to vasodilation and reduced blood pressure. (S)-Felodipine is typically administered in extended-release formulations to maintain therapeutic levels over time. The substance is also known for its relatively long half-life, allowing for once-daily dosing. As with many medications, potential side effects may include headache, flushing, and peripheral edema, necessitating careful monitoring during treatment. Overall, (S)-Felodipine is an important agent in cardiovascular pharmacotherapy.
Formula:C18H19Cl2NO4
InChI:InChI=1S/C18H19Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8,15,21H,5H2,1-4H3/t15-/m0/s1
InChI key:InChIKey=RZTAMFZIAATZDJ-HNNXBMFYSA-N
SMILES:C(OCC)(=O)C=1[C@H](C(C(OC)=O)=C(C)NC1C)C2=C(Cl)C(Cl)=CC=C2
Synonyms:
  • (-)-Felodipine
  • (4S)-4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid 3-Ethyl 5-Methyl Ester
  • 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-ethyl 5-methyl ester, (4S)-
  • 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, ethyl methyl ester, (4S)-
  • 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, ethyl methyl ester, (S)-
  • 3-Ethyl 5-methyl (4S)-4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
  • ethyl methyl (4R)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  • ethyl methyl (4S)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  • (S)-Felodipine
  • (4S)-4β-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylic acid 3-ethyl 5-methyl ester
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  • (S)-(-)-Felodipine
    TRC
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    (S)-(-)-Felodipine

    Controlled Product
    CAS:
    <p>Applications A dihydropyridine calcium channel blocker. Enantiomer S of Felodipine.<br>References Berntsson, P.B., et al.: Acta Pharm. Suec., 18, 221 (1981), Kratochwil, N., et al.: Biochem. Pharmacol., 64, 1355 (2002), O'Brien, S., et al.: J. Med. Chem., 48, 1287 (2005), Castilho, M., et al.: Bioorg. Med. Chem., 14, 516 (2006),<br></p>
    Formula:C18H19Cl2NO4
    Color and Shape:White To Off-White
    Molecular weight:384.25

    Ref: TR-F232370

    1mg
    260.00€
    10mg
    1,718.00€