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Description: Ifenprodill Tartrate (RC61-91; RC6191; RC6191; RC-6191), the tartrate salt of Ifenprodill, is a potent and atypical noncompetitive antagonist at the NMDA/N-methyl-D-aspartate receptor with a wide variety of activities such as central nervous system (CNS) stimulating, anti-inflammatory, neuroprotective, and anti-fibrotic effects.
References: Mol Pharmacol. 1993 Oct;44(4):851-9; J Neurosci. 1998 Mar 15;18(6):1935-43.
Related CAS #: 23210-58-4 (tartrate); 23210-56-2 (free base); 66157-43-5 (tartrate); 66516-92-5 (Ifenprodil glucuronide)
Chemical Name: 4-(2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl)phenol; (2R,3R)-2,3-dihydroxysuccinate (2:1)
InChi Key: DMPRDSPPYMZQBT-CEAXSRTFSA-N
InChi Code: 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
SMILES: OC1=CC=C(C(O)C(N2CCC(CC3=CC=CC=C3)CC2)C)C=C1.OC4=CC=C(C(O)C(N5CCC(CC6=CC=CC=C6)CC5)C)C=C4.O=C(O)[[email protected]](O)[[email protected]@H](O)C(O)=O
RC 61-91; RC 6191; Ifenprodil; RC-61-91; RC61-91; Ifenprodil hemitartrate; RC61-91; RC6191; Ifenprodil tartrate;
Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
This equation is commonly abbreviated as: C1V1 = C2V2
In vitro activity: Ifenprodil inhibits NMDA-induced currents at NR1A/NR2B and NR1A/NR2A receptors with IC50 of 0.34 μM and 146 μM in oocytes voltage-clamped at -70 mV. Ifenprodil may act as a weak open-channel blocker of NR1A/NR2A receptors, the degree of inhibition seen with 100 μM Ifenprodil at NR1A/NR2A receptors is not altered by changes in the concentration of extracellular glycine. The inhibitory effect of 1 mM Ifenprodil at NR1A/NR2B receptors is reduced by increasing the concentration of glycine. Ifenprodil (10 μM) inhibits virtually all of the NMDA receptor-evoked current in very young rat cortical neurons that contain a single population of receptors exhibiting a high affinity for glycine. Ifenprodil (10 μM) inhibits both the high-affinity population and a significant proportion of the low-affinity component in older rat cortical neurons, thus revealing three pharmacologically distinct populations of NMDA receptors in single neurons. Ifenprodil antagonizes NMDA receptors in an activity-dependent manner, whilst also increasing the receptor affinity for glutamate recognition-site agonists. Ifenprodil inhibition curves against 10 μM and 100 μM NMDA-evoked currents yielded IC50 values of 0.88 μM and 0.17 μM, respectively. Ifenprodil (3 μM) potentiates to approximately 200% of control levels in rat cultured cortical neurones. Ifenprodil exhibits a 39- and 50-fold higher affinity for the agonist-bound activated and desensitized states of the NMDA receptor, respectively, relative to the resting, agonist-unbound state. Ifenprodil binding to the NMDA receptor results in a 6-fold higher affinity for glutamate site agonists.
Mol Pharmacol. 1993 Oct;44(4):851-9; J Neurosci. 1998 Mar 15;18(6):1935-43.
Purity ≥98%
COA
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