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Merck

I2892

Sigma-Aldrich

Ifenprodil (+)-tartrate salt

Synonym(e):

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

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About This Item

Lineare Formel:
(C21H27NO2)2 · C4H6O6
CAS-Nummer:
Molekulargewicht:
800.98
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77
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Lagertemp.

room temp

Qualitätsniveau

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)

InChIKey

DMPRDSPPYMZQBT-UHFFFAOYSA-N

Allgemeine Beschreibung

Ifenprodil is a phenylethanolamine, which stimulates blood circulation. It has anticonvulsant and antinociceptive properties.[1] Ifenprodil is used to treat posttraumatic stress disorder,[2] cerebrovascular diseases and peripheral arterial obliterative disease.[1] It blocks G protein-coupled inwardly-rectifying potassium channels (GIRKs) and interacts with α1 adrenergic, N-methyl-D-aspartate and serotonin receptors.[1]

Anwendung

Ifenprodil (+)-tartrate salt has been used:
  • to test the action in a KCl-induced cortical spreading depression (CSD) animal[3]
  • to study its effects on electrophysiological properties and spontaneous spikes in neocortical pyramidal cells[4]
  • to investigate its therapeutic effects[5]

Biochem./physiol. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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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
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 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)
Ifenprodil for emotional incontinence in patients with vascular dementia: two case reports.
Akira Kishimoto et al.
Journal of clinical psychopharmacology, 33(1), 143-145 (2013-01-05)
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)

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