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AB120111

Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist

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(12 Publications)

MW 801 Da, Purity >99%. Non-competitive NMDA receptor antagonist acting at the polyamine site. Displays GluN2B (formerly NR2B) subunit selectivity. IC50 values are 0.15 μM at NR1/NR2B and >30 μM for NR1/NR2A, NR1/NR2C and NR1/NR2D receptors.

Also available in simple stock solutions (ab146675) - add 1 ml of water to get an exact, ready-to-use concentration.
2 Images
Functional Studies - Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist (AB120111)
  • FuncS

PubMed

Functional Studies - Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist (AB120111)

Median ifenprodil sensitivity from a rat postnatal day 2 (P2) and day 12 (P12) neuron; NMDAR-mediated responses in control (black) and in presence of the GluN2B-preferring antagonist ifenprodil (ab120111, grey).

Image from Case DT et al., PLoS One. 2011;6(6):e20756. Fig 4(D).; doi: 10.1371/journal.pone.0020756. Reproduced under the Creative Commons license http://creativecommons.org/licenses/by/4.0/

Chemical Structure - Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist (AB120111)
  • Chemical Structure

Lab

Chemical Structure - Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist (AB120111)

2D chemical structure image of ab120111, Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist

Key facts

CAS number

23210-58-4

Purity

>99%

Form

Solid

form

Molecular weight

801 Da

Molecular formula

C<sub>4</sub><sub>6</sub>H<sub>6</sub><sub>0</sub>N<sub>2</sub>O<sub>1</sub><sub>0</sub>

PubChem

656586

Nature

Synthetic

Solubility

Soluble in water to 15 mM

Soluble in DMSO to 100 mM

Biochemical name

Ifenprodil (tartrate)

Biological description

Non-competitive NMDA receptor antagonist acting at the polyamine site. Displays GluN2B (formerly NR2B) subunit selectivity. IC50 values are 0.15 μM at NR1/NR2B and >30 μM for NR1/NR2A, NR1/NR2C and NR1/NR2D receptors.

Also available in simple stock solutions (ab146675) - add 1 ml of water to get an exact, ready-to-use concentration.

Canonical 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

Isomeric 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@@H]([C@H](C(=O)O)O)(C(=O)O)O

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

IUPAC Name

4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol;(2R,3R)-2,3-dihydroxybutanedioic acid

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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Glutamate Receptor 1 (AMPA subtype) also known as GluR1 is a subunit of the AMPA receptor complex which mediates fast synaptic transmission in the central nervous system. It is an ionotropic receptor for glutamate functioning by opening ion channels to allow the flow of Na+ and Ca2+ ions across the cell membrane contributing to excitatory neurotransmission. The GluR1 subunit has a molecular mass of approximately 100 kDa. This receptor is commonly expressed in the brain regions such as the hippocampus and the cerebral cortex playing an important role in synaptic plasticity and memory formation.
Biological function summary

The GluR1 subunit is an essential component of the AMPA receptor complex which typically forms as a tetramer. This complex modulates synaptic strength and plasticity processes critical for learning and memory. The activity of AMPA receptors including those containing GluR1 is regulated by several auxiliary proteins and is essential for post-synaptic responses. The GluR1 subunit also interacts with other proteins such as TARPs which modulate its trafficking and channel properties.

Pathways

The GluR1-containing AMPA receptors participate significantly in the glutamatergic signaling pathway which is vital for fast excitatory synaptic transmission in the brain. This pathway also involves the NMDA receptors which work together with AMPA receptors to regulate synaptic plasticity and neuronal communication. Additionally the GluR1 interacts within the long-term potentiation (LTP) pathway contributing to the strengthening of synapses an essential mechanism underlying learning and memory.

Dysfunction in GluR1 and associated AMPA receptors has been implicated in conditions like Alzheimer's disease and epilepsy. Alzheimer's disease exhibits decreased synaptic transmission and plasticity linked to impaired GluR1 function and its interactions with NMDA receptors. In epilepsy abnormal GluR1 activity may contribute to heightened neuronal excitability and seizure propagation. Targeting GluR1 or associated pathways offers potential for therapeutic interventions in these disorders possibly through drugs such as memantine and NBQX which modulate receptor activity.
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Product protocols

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Publications (12)

Recent publications for all applications. Explore the full list and refine your search

Advanced science (Weinheim, Baden-Wurttemberg, Germany) 11:e2400354 PubMed39120568

2024

Astrocytes in the Ventral Hippocampus Bidirectionally Regulate Innate and Stress-Induced Anxiety-Like Behaviors in Male Mice.

Applications

Unspecified application

Species

Unspecified reactive species

Jing-Ting Li,Shi-Yang Jin,Jian Hu,Ru-Xia Xu,Jun-Nan Xu,Zi-Ming Li,Meng-Ling Wang,Yi-Wen Fu,Shi-Han Liao,Xiao-Wen Li,Yi-Hua Chen,Tian-Ming Gao,Jian-Ming Yang

American journal of hypertension 34:840-850 PubMed33856436

2021

Chronic Blockade of NMDAR Subunit 2A in the Hypothalamic Paraventricular Nucleus Alleviates Hypertension Through Suppression of MEK/ERK/CREB Pathway.

Applications

Unspecified application

Species

Unspecified reactive species

Ying Li,Yu-Xin Lu,Hong-Li Chi,Tong Xiao,Yan-Mei Chen,Li-Yan Fu,Abdoulaye Issotina Zibrila,Jie Qi,Hong-Bao Li,Qing Su,Hong-Li Gao,Yan Zhang,Xiao-Lian Shi,Xiao-Jing Yu,Yu-Ming Kang

Journal of neuroinflammation 15:36 PubMed29422059

2018

Hyperammonemia alters membrane expression of GluA1 and GluA2 subunits of AMPA receptors in hippocampus by enhancing activation of the IL-1 receptor: underlying mechanisms.

Applications

Unspecified application

Species

Unspecified reactive species

Lucas Taoro-Gonzalez,Yaiza M Arenas,Andrea Cabrera-Pastor,Vicente Felipo

Learning & memory (Cold Spring Harbor, N.Y.) 23:486-93 PubMed27531839

2016

Involvement of protein phosphatases in the destabilization of methamphetamine-associated contextual memory.

Applications

Unspecified application

Species

Unspecified reactive species

Yang-Jung Yu,Chien-Hsuan Huang,Chih-Hua Chang,Po-Wu Gean

Journal of neurophysiology 113:3634-45 PubMed25855696

2015

Different pools of glutamate receptors mediate sensitivity to ambient glutamate in the cochlear nucleus.

Applications

Unspecified application

Species

Unspecified reactive species

Yang Yang,Matthew A Xu-Friedman

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:9150-60 PubMed23699525

2013

Triheteromeric NMDA receptors at hippocampal synapses.

Applications

Unspecified application

Species

Unspecified reactive species

Kenneth R Tovar,Matthew J McGinley,Gary L Westbrook

Proceedings of the National Academy of Sciences of 110:9124-9 PubMed23671067

2013

Reinstatement of nicotine seeking is mediated by glutamatergic plasticity.

Applications

Unspecified application

Species

Unspecified reactive species

Cassandra D Gipson,Kathryn J Reissner,Yonatan M Kupchik,Alexander C W Smith,Neringa Stankeviciute,Megan E Hensley-Simon,Peter W Kalivas

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:1109-15 PubMed23325248

2013

Double dissociation of the requirement for GluN2B- and GluN2A-containing NMDA receptors in the destabilization and restabilization of a reconsolidating memory.

Applications

Unspecified application

Species

Unspecified reactive species

Amy L Milton,Emiliano Merlo,Patrizia Ratano,Ben L Gregory,Jessica K Dumbreck,Barry J Everitt

PloS one 7:e46012 PubMed23049922

2012

Chronic zinc exposure decreases the surface expression of NR2A-containing NMDA receptors in cultured hippocampal neurons.

Applications

Unspecified application

Species

Unspecified reactive species

Jia Zhu,Chong-Yu Shao,Wei Yang,Xiao-Min Zhang,Zhen-Yong Wu,Liang Zhou,Xin-Xin Wang,Yun-Hong Li,Jun Xia,Jian-Hong Luo,Ying Shen

The Journal of neuroscience : the official journal of the Society for Neuroscience 32:8065-73 PubMed22674281

2012

Amino-terminal ligands prolong NMDA Receptor-mediated EPSCs.

Applications

Unspecified application

Species

Unspecified reactive species

Kenneth R Tovar,Gary L Westbrook
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