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I2892

Sigma-Aldrich

Ifenprodil (+)-tartrate salt

Sinonimo/i:

α-(4-Hydroxyphenyl)-β-methyl-4-benzyl-1-piperidineethanol (+)-tartrate salt

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About This Item

Formula condensata:
(C21H27NO2)2 · C4H6O6
Numero CAS:
23210-58-4
Peso molecolare:
800.98
Numero CE:
245-493-5
Numero MDL:
MFCD01529999
Codice UNSPSC:
12352200
ID PubChem:
24278826
NACRES:
NA.77

Temperatura di conservazione

room temp

Livello qualitativo

200

Stringa SMILE

OC(C(O)C(O)=O)C(O)=O.CC(C(O)c1ccc(O)cc1)N2CCC(CC2)Cc3ccccc3.CC(C(O)c4ccc(O)cc4)N5CCC(CC5)Cc6ccccc6

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)
DMPRDSPPYMZQBT-UHFFFAOYSA-N

Informazioni sul gene

human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRINA(2907)

Descrizione generale

Ifenprodil is a phenylethanolamine, which stimulates blood circulation. It has anticonvulsant and antinociceptive properties. Ifenprodil is used to treat posttraumatic stress disorder, cerebrovascular diseases and peripheral arterial obliterative disease. It blocks G protein-coupled inwardly-rectifying potassium channels (GIRKs) and interacts with α1 adrenergic, N-methyl-D-aspartate and serotonin receptors.

Applicazioni

Ifenprodil (+)-tartrate salt has been used:
  • to test the action in a KCl-induced cortical spreading depression (CSD) animal
  • to study its effects on electrophysiological properties and spontaneous spikes in neocortical pyramidal cells
  • to investigate its therapeutic effects

Azioni biochim/fisiol

NMDA antagonist acting at the polyamine site; neuroprotective agent; α-adrenergic central and peripheral vasodilator; α2 adrenergic receptor ligand.

Caratteristiche e vantaggi

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
085M4179V
049M4075V
098M4086V
13171116
085M4178V

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Ifenprodil for the treatment of flashbacks in adolescent female posttraumatic stress disorder patients with a history of abuse
Sasaki T, et al.
Psychotherapy and Psychosomatics, 82(5), 344-345 (2013)
Anti?epileptic effect of ifenprodil on neocortical pyramidal neurons in patients with malformations of cortical development
Wang X, et al.
Experimental and Therapeutic Medicine, 14(6), 5757-5766 (2017)
Pieter B Burger et al.
Molecular pharmacology, 82(2), 344-359 (2012-05-19)
We have used recent structural advances in our understanding of the N-methyl-d-aspartate (NMDA) receptor amino terminal domain to explore the binding mode of multiple diaryl GluN2B-selective negative allosteric modulators at the interface between the GluN1 and GluN2B amino-terminal domains. We
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Neuropharmacology, 63(6), 974-982 (2012-07-24)
Glutamate-induced delayed calcium dysregulation (DCD) is causally linked to excitotoxic neuronal death. The mechanisms of DCD are not completely understood, but it has been proposed that the excessive influx of external Ca(2+) is essential for DCD. The NMDA-subtype of glutamate
J Kurihara et al.
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