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I2892

Sigma-Aldrich

Ifenprodil (+)-tartrate salt

Sinônimo(s):

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

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R$ 782,00
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About This Item

Fórmula linear:
(C21H27NO2)2 · C4H6O6
Número CAS:
23210-58-4
Peso molecular:
800.98
Número CE:
245-493-5
Número MDL:
MFCD01529999
Código UNSPSC:
12352200
ID de substância PubChem:
24278826
NACRES:
NA.77

R$ 782,00

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temperatura de armazenamento

room temp

Nível de qualidade

200

cadeia de caracteres SMILES

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)

chave InChI

DMPRDSPPYMZQBT-UHFFFAOYSA-N

Informações sobre genes

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

Descrição geral

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]

Aplicação

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]

Ações bioquímicas/fisiológicas

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

Características e benefícios

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
0000350693
0000350693
0000209959
0000145807
0000209959

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Austen J Milnerwood et al.
Neurobiology of disease, 48(1), 40-51 (2012-06-07)
We recently reported evidence for disturbed synaptic versus extrasynaptic NMDAR transmission in the early pathogenesis of Huntington's disease (HD), a late-onset neurodegenerative disorder caused by CAG repeat expansion in the gene encoding huntingtin. Studies in glutamatergic cells indicate that synaptic
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)
Matthew K Brittain et al.
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
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)
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
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