ifenprodil

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ifenprodil tartrate

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/01/06 16:21:33」(JST)

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Ifenprodil

Names
IUPAC name 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol
Identifiers
ChEMBL	ChEMBL305187 N
ChemSpider	3561 Y
IUPHAR/BPS	5472
Jmol interactive 3D	Image
KEGG	D08064 Y
PubChem	3689
UNII	R8OE3P6O5S Y
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 Y Key: UYNVMODNBIQBMV-UHFFFAOYSA-N Y InChI=1/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-UHFFFAOYAU
SMILES OC(c1ccc(O)cc1)C(N2CCC(CC2)Cc3ccccc3)C
Properties
Chemical formula	C21H27NO2
Molar mass	325.445
Pharmacology
ATC code	C04AX28
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Ifenprodil is a selective inhibitor of the NMDA receptor. Its effect is specific to receptors composed of the NR1 (glycine-binding NMDA receptor subunit 1; GluN1) and NR2B (glutamate-binding NMDA receptor subunit 2; GluN2B) subunits.

NMDA receptors are multimeric ionotropic glutamate receptors composed of four subunits. NR1 is obligate for functional expression. Other subunits include NR2A, NR2B, and the more recently discovered NR3 subunits. Ifenprodil selectively blocks NMDA receptors containing the NR2B subunit.

References

English Journal

• Simvastatin enhances NMDA receptor GluN2B expression and phosphorylation of GluN2B and GluN2A through increased histone acetylation and Src signaling in hippocampal CA1 neurons.

• Chen T1, Zhang B1, Li G2, Chen L2, Chen L3.
• Neuropharmacology.Neuropharmacology.2016 Aug;107:411-21. doi: 10.1016/j.neuropharm.2016.03.028. Epub 2016 Mar 22.
• Simvastatin (SV) can improve cognitive deficits in Alzheimer's disease patients and mice. Herein, we report that the administration of SV (20 mg/kg) for 5 days in mice (SV-mice) or the treatment of slices with SV (10 μM) for 4 h (SV-slices) could increase the density of NMDA-evoked inward curren
• PMID 27016018

• Exploring neuroprotective potential of Withania somnifera phytochemicals by inhibition of GluN2B-containing NMDA receptors: An in silico study.

• Kumar G1, Patnaik R2.
• Medical hypotheses.Med Hypotheses.2016 Jul;92:35-43. doi: 10.1016/j.mehy.2016.04.034. Epub 2016 Apr 20.
• N-methyl-d-aspartate receptors (NMDARs) mediated excitotoxicity has been implicated in multi-neurodegenerative diseases. Due to lack of efficacy and adverse effects of NMDA receptor antagonists, search for herbal remedies that may act as therapeutic agents is an active area of research to combat the
• PMID 27241252

• Benzimidazolone bioisosteres of potent GluN2B selective NMDA receptor antagonists.

• Lütnant I1, Schepmann D1, Wünsch B2.
• European journal of medicinal chemistry.Eur J Med Chem.2016 Jun 30;116:136-46. doi: 10.1016/j.ejmech.2016.03.065. Epub 2016 Mar 28.
• Overactivation of the NMDA receptor is associated with excitotoxic events leading to neurodegenerative processes as observed during the development of Alzheimer's disease, ParFnson's disease, Chorea Huntington and epilepsy. Negative allosteric modulators addressing selectively the ifenprodil binding
• PMID 27061977

Japanese Journal

• Endogenous Nitric Oxide Generation Linked to Ryanodine Receptors Activates Cyclic GMP/Protein Kinase G Pathway for Cell Proliferation of Neural Stem/Progenitor Cells Derived From Embryonic Hippocampus

• Yoneyama Masanori,Kawada Koichi,Shiba Tatsuo [他],OGITA Kiyokazu
• Journal of pharmacological sciences 115(2), 182-195, 2011-02-20
• … BrdU incorporation was decreased by Ca<SUP>2+</SUP>-channel blockers, including dantrolene, MK-801, ifenprodil, and nifedipine. …
• NAID 10029892057

• 報酬系におけるGIRKチャネルの役割 (特集 報酬系の脳科学と生物学的精神医学の融合)

• 菅谷 渚,池田 和隆
• 日本生物学的精神医学会誌 = Japanese journal of biological psychiatry 22(4), 263-268, 2011
• NAID 40019439116

• Inhibition by 2-Methoxy-4-ethylphenol of Ca^<2+> Influx Through Acquired and Native N-Methyl-D-aspartate-Receptor Channels

• Fukumori Ryo,Nakamichi Noritaka,Takarada Takeshi [他],KAMBE Yuki,MATSUSHIMA Nobuyuki,MORIGUCHI Nobuaki,YONEDA Yukio
• Journal of pharmacological sciences 112(3), 273-281, 2010-03-20
• … levels in both types of acquired NMDAR channels, while 2M4EP and the NR2B-subunit–selective antagonist ifenprodil were more effective in inhibiting the increase by NMDA in HEK293 cells expressing NR1/NR2B subunits than in those with NR1/NR2A subunits. …
• NAID 10027744270

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