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CAS 76093-36-2

:

(-)-Nicardipine

Description:
(-)-Nicardipine 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 ability to selectively inhibit L-type calcium channels, leading to vasodilation and reduced cardiac workload. The compound has a chiral center, which contributes to its specific pharmacological activity; the (-) enantiomer is the active form. Chemically, (-)-Nicardipine has a molecular formula that includes carbon, hydrogen, nitrogen, and oxygen atoms, and it exhibits a complex three-dimensional structure that is crucial for its interaction with biological targets. The substance is typically administered orally or intravenously, and its pharmacokinetics involve extensive hepatic metabolism. Common side effects may include headache, flushing, and peripheral edema. Due to its specific action on vascular smooth muscle, (-)-Nicardipine is an important therapeutic agent in managing cardiovascular conditions.
Formula:C26H29N3O6
InChI: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/t24-/m0/s1
InChI key:InChIKey=ZBBHBTPTTSWHBA-DEOSSOPVSA-N
SMILES:C(OCCN(CC1=CC=CC=C1)C)(=O)C=2[C@H](C(C(OC)=O)=C(C)NC2C)C3=CC(N(=O)=O)=CC=C3
Synonyms:
  • (S)-Nicardipine
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-[methyl(phenylmethyl)amino]ethyl ester, (4S)-
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-[methyl(phenylmethyl)amino]ethyl ester, (S)-
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-methyl 5-[2-[methyl(phenylmethyl)amino]ethyl] ester, (4S)-
  • (-)-Nicardipine
  • (S)-YC-93 free base
  • Nicardipine Impurity 14 ((S)-(-)-Nicardipine)
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  • (S)-Nicardipine
    Targetmol
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    (S)-Nicardipine

    CAS:
    (S)-Nicardipine is the less active S enantiomer of Nicardipine. Nicardipine is a blocker of calcium channel(IC50 of 1 μM for blocking cardiac calcium channels).
    Formula:C26H29N3O6
    Color and Shape:Solid
    Molecular weight:479.53

    Ref: TM-T12807