Devapamil

Source: Wikipedia, the free encyclopedia.
Devapamil
Names
IUPAC name
(RS)-2-(3,4-dimethoxyphenyl)-2-isopropyl-5-[2-(3-methoxyphenyl)ethyl-methylamino]pentanenitrile
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1/C26H36N2O3/c1-20(2)26(19-27,22-11-12-24(30-5)25(18-22)31-6)14-8-15-28(3)16-13-21-9-7-10-23(17-21)29-4/h7,9-12,17-18,20H,8,13-16H2,1-6H3
    Key: VMVKIDPOEOLUFS-UHFFFAOYAV
  • N#CC(c1cc(OC)c(OC)cc1)(CCCN(CCc2cccc(OC)c2)C)C(C)C
Properties
C26H36N2O3
Molar mass 424.57564
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Devapamil is a calcium channel blocker. It is also known as desmethoxyverapamil, which is a phenylalkylamine (PAA) derivative.[1] Devapamil not only inhibits by blocking the calcium gated channels, but also by depolarizing the membrane during the sodium-potassium exchanges.[2]

Structure

Devapamil consists of two aromatic rings with methoxy substituents connected by an alkylamine chain increasing flexibility and overall potency.[3]

Animal studies

Devapamil in rats can be used to decrease glutathione levels and increase oxidation of lipids, which makes it effective in preclusion of ulcers caused by stress.[4][5] The medical characteristics of this drug, and other phenylalkylamines, depends greatly on the state of the calcium channels being targeted which results in a greater affinity and drug efficiency. [6]

References

  1. PMID 2557440
    .
  2. S2CID 22004238
    .
  3. PMID 19700404
    .
  4. PMID 7816741
    .
  5. S2CID 860321
    .
  6. PMID 19700404
    .