Ifenprodil Tartrate

• CAT Number: A000836
• CAS Number: 23210-58-4
• Molecular Formula: C21H27NO2 • 1/2C4H6O6
• Molecular Weight: 400.5
• Purity: ≥95%
• Target: Neuronal Signaling
• Solubility: Soluble in DMSO > 10 mM
• Storage: Store at -20C
• IUPAC Name: 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol;(2R,3R)-2,3-dihydroxybutanedioic acid
• InChI: InChI=1S/2C21H27NO2.C4H6O6/c2*1-16(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;5-1(3(7)8)2(6)4(9)10/h2*2-10,16,18,21,23-24H,11-15H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1
• InChIKey: DMPRDSPPYMZQBT-CEAXSRTFSA-N
• SMILES: CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.C(C(C(=O)O)O)(C(=O)O)O

Ifenprodil Tartrate (CAS 23210-58-4) is an antagonist of NR1A/NR2B subunit-containing NMDA receptors (IC50 = 340 nM).Ifenprodil inhibits infection of MDCK cells by H1N1 and H3N2 influenza isolates in vitro (EC50s = 7.2 and 12.1 µM, respectively). It increases the production of NGF, BDNF, and GDNF in primary mouse astrocytes when used at a concentration of 150 µM. Ifenprodil also reduces maximal electroshock seizures in mice (ED50s = 16 and 7 mg/kg, respectively).

Reference

1.Williams, Keith. "Ifenprodil discriminates subtypes of the N-methyl-D-aspartate receptor: selectivity and mechanisms at recombinant heteromeric receptors." Molecular pharmacology 44.4 (1993): 851-859.
2.Zhou, Zhang-Lin, et al. "4-Hydroxy-1-[2-(4-hydroxyphenoxy) ethyl]-4-(4-methylbenzyl) piperidine: a novel, potent, and selective NR1/2B NMDA receptor antagonist." Journal of medicinal chemistry 42.15 (1999): 2993-3000.
3.Jang, Yejin, et al. "In Vitro and In Vivo Antiviral Activity of Nylidrin by Targeting the Hemagglutinin 2-Mediated Membrane Fusion of Influenza A Virus." Viruses 12.5 (2020): 581.
4.Toyomoto, Misao, et al. "Production of NGF, BDNF and GDNF in mouse astrocyte cultures is strongly enhanced by a cerebral vasodilator, ifenprodil." Neuroscience letters 379.3 (2005): 185-189.