I2892

Ifenprodil (+)-tartrate salt

• Synonym(s): α-(4-Hydroxyphenyl)-β-methyl-4-benzyl-1-piperidineethanol (+)-tartrate salt
• Linear Formula: (C₂₁H₂₇NO₂)₂ · C₄H₆O₆
• CAS Number: 23210-58-4
• Molecular Weight: 800.98
• EC Number: 245-493-5
• MDL number: MFCD01529999
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278826
• NACRES: NA.77

Properties

• 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)

Description

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

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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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves