Ifenprodil

Chemical compound From Wikipedia, the free encyclopedia

Ifenprodil, sold under the brand names Cerocral, Dilvax, and Vadilex, is a cerebral vasodilator that has been marketed in some countries, including in Japan, Hong Kong, and France.[1][2][3][4] It is currently under development for treatment of a variety of additional indications.[5]

Trade namesCerocral, Dilvax, Vadilex
Other namesNP-120; NP 120; NP120; RC 61-91
ATC code
Quick facts Clinical data, Trade names ...
Ifenprodil
Clinical data
Trade namesCerocral, Dilvax, Vadilex
Other namesNP-120; NP 120; NP120; RC 61-91
Drug classCerebral vasodilators; NMDA receptor antagonists
ATC code
Identifiers
  • 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.041.341 Edit this at Wikidata
Chemical and physical data
FormulaC21H27NO2
Molar mass325.452 g·mol−1
3D model (JSmol)
  • CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3
  • InChI=1S/C21H27NO2/c1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17/h2-10,16,18,21,23-24H,11-15H2,1H3 checkY
  • Key:UYNVMODNBIQBMV-UHFFFAOYSA-N checkY
  (verify)
Close

Ifenprodil has multiple known pharmacological actions.[5] It is an inhibitor of the NMDA receptor,[6] specifically of NMDA receptors containing GluN1 and GluN2B subunits, the "ifenprodil binding site".[7] Additionally, ifenprodil inhibits GIRK channels[8] and interacts with α1-adrenergic,[5] serotonin,[9] and sigma receptors.[10][11][12][5]

Chemically, ifenprodil is a substituted phenethylamine and β-hydroxyamphetamine derivative.[2][3] It is used pharmaceutically as the tartrate salt.[1][2][3]

Research

Ifenprodil has been studied as a possible medication to prevent tinnitus after acoustic trauma.[13]

It is currently in phase II trials for cough and idiopathic pulmonary fibrosis, among other investigational uses.[5]

See also

  • Traxoprodil (another β-hydroxyamphetamine NMDA receptor antagonist)

References

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