Ifenprodil

Ifenprodil
Clinical data
Trade names	Cerocral, Dilvax, Vadilex
Other names	NP-120; NP 120; NP120; RC 61-91
Drug class	Cerebral vasodilators; NMDA receptor antagonists
ATC code	C04AX28 (WHO) ;
Identifiers
	IUPAC name 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol;
CAS Number	23210-56-2 ;
PubChem CID	3689;
IUPHAR/BPS	5472;
ChemSpider	3561 ;
UNII	R8OE3P6O5S;
KEGG	D08064 ;
ChEBI	CHEBI:93829;
ChEMBL	ChEMBL305187 ;
CompTox Dashboard (EPA)	DTXSID2045656 ;
ECHA InfoCard	100.041.341
Chemical and physical data
Formula	C21H27NO2
Molar mass	325.452 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3;
	InChI 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 ; Key:UYNVMODNBIQBMV-UHFFFAOYSA-N ;
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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. It is currently under development for treatment of a variety of additional indications.

Ifenprodil has multiple known pharmacological actions. It is an inhibitor of the NMDA receptor, specifically of NMDA receptors containing GluN1 and GluN2B subunits, the "ifenprodil binding site". Additionally, ifenprodil inhibits GIRK channels and interacts with α₁-adrenergic, serotonin, and sigma receptors.

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