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I2892

Ifenprodil (+)-tartrate salt

Name: Ifenprodil (+)-tartrate salt
Brand: SIGMA

NMDA antagonist

Synonym(s):

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

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About This Item

Linear Formula:

(C₂₁H₂₇NO₂)₂ · C₄H₆O₆

CAS Number:

23210-58-4

Molecular Weight:

800.98

NACRES:

NA.77

PubChem Substance ID:

24278826

UNSPSC Code:

12352200

EC Number:

245-493-5

MDL number:

MFCD01529999

Quality level:

200

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Product Name

Ifenprodil (+)-tartrate salt,

storage temp.

room temp

Quality Level

200

SMILES string

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)

InChI key

DMPRDSPPYMZQBT-UHFFFAOYSA-N

Gene Information

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

Related Categories

Bioactive Small Molecules

General description

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.

Application

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

Biochem/physiol Actions

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

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000479050

0000445537

0000350693

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Ifenprodil and SL 82.0715 are antagonists at the polyamine site of the N-methyl-D-aspartate (NMDA) receptor.

C Carter et al.

European journal of pharmacology, 164(3), 611-612 (1989-05-30)

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)

Selective dysfunction of the vagal component of the baroreflex following cerebral ischemia: protection by ifenprodil and flunarizine.

J Kurihara et al.

European journal of pharmacology, 190(1-2), 23-30 (1990-11-06)

Baroreflex sensitivity assessed from the phenylephrine-induced reflex bradycardia was significantly decreased following 5 min global incomplete cerebral ischemia in pentobarbitalized dogs. Although bilateral vagotomy in the cervical region decreased baroreflex sensitivity by about 50% in sham-operated animals, it hardly affected

Combination therapy of ifenprodil with piroxicam may be an effective therapeutic intervention in cerebral stroke: a hypothesis.

Pallab Bhattacharya et al.

Medical hypotheses, 79(4), 516-518 (2012-08-10)

Owing to the intricate and multifaceted pathology of cerebral stroke, multiple drug therapy had long been suggested for effective stroke treatment. Therefore, the development of a potential new combination of drug is necessitated which can bring about desirable improved neuroprotection

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)

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Global Trade Item Number

SKU	GTIN
I2892-25MG	04061833848746
I2892-10MG	04061832091433

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