Compound: Ifenprodil
SMILES: Oc1ccc(C(O)C(N2CCC(Cc3ccccc3)CC2)C)cc1
InChIKey: UYNVMODNBIQBMV-UHFFFAOYSA-N
Synonyms: Ifenprodil, 23210-56-2, Vadilex, 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol, Ifenprodilum, 4-(2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl)phenol, RC 61-91, RC-61-91, R8OE3P6O5S, NP-120, DTXSID2045656, 4-Benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethanol, 2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)propanol, DTXCID0025656, 1-Piperidineethanol, 4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-, alpha-(4-Hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidine ethanol, RefChem:147729, C04AX28, 2-(4-benzylpiperidino)-1-(4-hydroxyphenyl)-2-methyl-1-ethanol, 245-491-4, Dilvax, Ifenprodil (tartrate), CHEMBL305187, Ifenprodil (INN), 1-Piperidineethanol, alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-, 2-(4-Benzylpiperidino)-1-(1-hydroxyphenyl)-1-propanol, NCGC00024643-03, Creocral, IFENPRODIL [INN], (+/-)-Ifenprodil;RC 61-91, Ifenprodil [INN:DCF], Ifenprodilum [INN-Latin], CAS-23210-56-2, SR-01000075169, EINECS 245-491-4, UNII-R8OE3P6O5S, alpha-(4-Hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidineethanol; (+/-)-Ifenprodil; 1-Methyl-2-hydroxy-2-(4-hydroxyphenyl)ethyl-1-(4-benzylpiperidine); 2-(4-Benzylpiperidino)-1-(1-hydroxyphenyl)-1-propanol; RC 61-91;, (plusmn)-ifenprodil, IFENPRODIL [MI], 4-[2-(4-Benzyl-piperidin-1-yl)-1-hydroxy-propyl]-phenol, IFENPRODIL [WHO-DD], SCHEMBL34010, ()-Ifenprodil;RC 61-91, (+/-)-[2-(4-benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol], ChEMBL_104385, GTPL5472, orb1309473, CHEBI:93829, GLXC-07745, HMS2089G05, YAA21058, Tox21_110915, BDBM50083351, EBC-28026, MFCD01529999, PDSP1_000654, PDSP2_000646, AKOS015895174, Tox21_110915_1, CCG-204747, DB08954, FI65042, SDCCGSBI-0050640.P003, 1-Piperidineethanol, .alpha.-(4-hydroxyphenyl)-.beta.-methyl-4-(phenylmethyl)-, MRF-0000097, NCGC00024643-02, NCGC00024643-04, NCGC00024643-05, NCGC00024643-06, NCGC00024643-07, NCGC00024643-10, NCGC00024643-12, NCGC00024643-20, TS-07829, SBI-0050640.P002, 4605A, CS-0012741, NS00008388, D08064, EN300-18166867, L005364, Q5991156, SR-01000075169-1, SR-01000075169-3, 4-[2-(4-benzyl-1-piperidyl)-1-hydroxy-propyl]phenol, BRD-A24191444-045-03-1, BRD-A24191444-045-10-6, BRD-A24191444-046-01-3, BRD-A24191444-046-02-1, BRD-A24191444-046-03-9, SR-01000075169-11, 4-[1-hydroxy-2-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol, 1-Piperidineethanol, |A-(4-hydroxyphenyl)-|A-methyl-4-(phenylmethyl)-, 4-BENZYL-.ALPHA.-(P-HYDROXYPHENYL)-.BETA.-METHYL-1-PIPERIDINEETHANOL, 136172-79-7, 4-[2-(4-Benzyl-1-piperidyl)-1-hydroxy-propyl]phenol; (2R,3R)-2,3-dihydroxybutanedioic acid
Theoretical properties:
molecular_formula: C21H27NO2
molecular_weight: 325.4 g/mol
exact_mass: 325.204179104 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 24
topological_polar_surface_area: 43.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 4-[1-hydroxy-2-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol is a member of piperidines.
chembl: IFENPRODIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: 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.