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Ifenprodil hemitartrate

Catalog No.GC10471

Ifenprodil hemitartrate Chemical Structure

NMDA receptor antagonist

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Ifenprodil is a selective antagonist of NMDA receptors that contain NR2B subunits (IC50 = 0.3 µM) and displays 150-fold weaker activity at those bearing NR2C or NR2D subunits.[1] Ifenprodil also acts as a potent ligand at receptors for σ1, emopamil binding proteins, and their σ-like, fungal counterpart ERG2 (Kis = 2, 5, and 1 nM).[2] This compound has been described as an α-adrenergic vasodilator, but is also reported to constrict cerebrovascular smooth muscle in vitro (EC50 = 2.4 µM).[3]

[1]. Bräuner-Osborne, H., Egebjerg, J., Nielsen, E.O., et al. Ligands for glutamate receptors: Design and therapeutic prospects J. Med. Chem. 43(14), 2609-2645 (2000).
[2]. Laggner, C., Schieferer, C., Fiechtner, B., et al. Discovery of high-affinity ligands of σ1 receptor, ERG2, and emopamil binding protein by pharmacophore modeling and virtual screening J. Med Chem. 48(15), 4754-4764 (2005).
[3]. Young, A.R., Bouloy, M., Boussard, J.F., et al. Direct vascular effects of agents used in the pharmacotherapy of cerebrovascular disease on isolated cerebral vessels Journal of Cerebral Blood Flow and Metabolism 1(1), 117-128 (1981).

Chemical Properties

Cas No. 23210-58-4 SDF
Synonyms N/A
Chemical Name 4-((1R,2S)-2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl)phenol hemi((2R,3R)-2,3-dihydroxysuccinate)
Canonical SMILES C[C@@](N1CCC(CC2=CC=CC=C2)CC1)([H])[C@@](O)([H])C3=CC=C(O)C=C3.C[C@@](N4CCC(CC5=CC=CC=C5)CC4)([H])[C@@](O)([H])C6=CC=C(O)C=C6.O[C@](C(O)=O)([H])[C@](O)([H])C(O)=O
Formula C21H27NO2.½C4H6O6 M.Wt 400.49
Solubility DMF: 50 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 1 mg/ml Storage Store at RT
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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