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CAS 123931-31-7

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(S)-Norverapamil

Description:
(S)-Norverapamil is a chemical compound that belongs to the class of calcium channel blockers, primarily used in the treatment of cardiovascular conditions such as hypertension and angina. It is a stereoisomer of verapamil, characterized by its specific three-dimensional arrangement of atoms, which influences its biological activity and pharmacological effects. The compound exhibits a chiral center, making it optically active, and its (S)-configuration is associated with enhanced therapeutic efficacy compared to its (R)-counterpart. (S)-Norverapamil functions by inhibiting the influx of calcium ions through L-type calcium channels in cardiac and smooth muscle cells, leading to vasodilation and reduced heart rate. In addition to its cardiovascular applications, it may also have implications in the treatment of certain neurological disorders due to its ability to cross the blood-brain barrier. The compound is typically administered in a racemic mixture, but the (S)-enantiomer is often preferred for its improved pharmacokinetic properties. As with all medications, it is essential to consider potential side effects and interactions with other drugs.
Formula:C26H36N2O4
InChI:InChI=1S/C26H36N2O4/c1-19(2)26(18-27,21-9-11-23(30-4)25(17-21)32-6)13-7-14-28-15-12-20-8-10-22(29-3)24(16-20)31-5/h8-11,16-17,19,28H,7,12-15H2,1-6H3/t26-/m0/s1
InChI key:InChIKey=UPKQNCPKPOLASS-SANMLTNESA-N
SMILES:[C@@](CCCNCCC1=CC(OC)=C(OC)C=C1)(C(C)C)(C#N)C2=CC(OC)=C(OC)C=C2
Synonyms:
  • (S)-Norverapamil Hydrochlorid
  • (aS)-a-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-a-(1-methylethyl)-benzeneacetonitrile Hydrochloride
  • (αS)-α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-(1-methylethyl)benzeneacetonitrile
  • Benzeneacetonitrile, a-[3-[[2-(3,4-dimethoxyphenyl)-ethyl]amino]propyl]-3,4-dimethoxy-a-(1-methylethyl)-, (aS)-
  • Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-, (S)-
  • S-Norverapamil
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