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CAS 38321-02-7

:

(R)-Verapamil

Description:
(R)-Verapamil is a calcium channel blocker primarily used in the treatment of hypertension, angina, and certain arrhythmias. It is a chiral compound, with the (R)-enantiomer being the therapeutically active form. The molecular formula of (R)-Verapamil is C27H38N2O5, and it features a complex structure that includes a phenylalkylamine moiety. This compound works by inhibiting the influx of calcium ions through L-type calcium channels in cardiac and smooth muscle cells, leading to vasodilation and decreased heart rate. (R)-Verapamil is known for its ability to reduce myocardial oxygen demand and improve exercise tolerance in patients with angina. Additionally, it exhibits a significant first-pass metabolism, which affects its bioavailability. The substance is typically administered orally or intravenously, and its pharmacokinetics can be influenced by factors such as liver function and concurrent medications. Side effects may include hypotension, bradycardia, and gastrointestinal disturbances. Overall, (R)-Verapamil is an important therapeutic agent in cardiovascular medicine.
Formula:C27H38N2O4
InChI:InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3/t27-/m1/s1
InChI key:InChIKey=SGTNSNPWRIOYBX-HHHXNRCGSA-N
SMILES:[C@](CCCN(CCC1=CC(OC)=C(OC)C=C1)C)(C(C)C)(C#N)C2=CC(OC)=C(OC)C=C2
Synonyms:
  • (+)-(R)-5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
  • (+)-(R)-Verapamil
  • (+)-3-(3,4-Dimethoxyphenyl)-6-((5,6-dimethoxyphenethyl)methylamino)hexane-3-carbonitrile
  • (+)-Verapamil
  • (2R)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
  • (αR)-α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)benzeneacetonitrile
  • Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-, (R)-
  • Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-, (αR)-
  • Dexverapamil [INN]
  • Dexverapamilo
  • See more synonyms
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