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IFENPRODIL HEMITARTRATE

IFENPRODIL HEMITARTRATE Structure
IFENPRODIL HEMITARTRATE
  • CAS No.23210-58-4
  • Chemical Name:IFENPRODIL HEMITARTRATE
  • CBNumber:CB9282458
  • Molecular Formula:C25H33NO8
  • Formula Weight:475.53
  • MOL File:23210-58-4.mol
IFENPRODIL HEMITARTRATE Property
  • Melting point 178-180°C
  • storage temp. Inert atmosphere,2-8°C
  • solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
  • form White solid
  • color White
  • Water Solubility Soluble in water (15mM, gentle warming)
  • Stability Hygroscopic
  • FDA UNII 89CTB4XUF7
  • UNSPSC Code 12352200
  • NACRES NA.77
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H312-H315-H319-H332-H335
  • Precautionary statements P261-P280-P305+P351+P338
IFENPRODIL HEMITARTRATE Price More Price(4)
  • Brand: Sigma-Aldrich(India)
  • Product number: I2892
  • Product name : Ifenprodil (+)-tartrate salt
  • Purity: 
  • Packaging: 10MG
  • Price: ₹8324.43
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: I2892
  • Product name : Ifenprodil (+)-tartrate salt
  • Purity: 
  • Packaging: 25MG
  • Price: ₹20437.6
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 5.04904
  • Product name : Ifenprodil Hemitartrate - CAS 23210-58-4 - Calbiochem
  • Purity: 
  • Packaging: 10MG
  • Price: ₹10550.01
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: 5.04904
  • Product name : Ifenprodil Hemitartrate - CAS 23210-58-4 - Calbiochem
  • Purity: 
  • Packaging: 10MG
  • Price: ₹10550.01
  • Updated: 2022/06/14
  • Buy: Buy

IFENPRODIL HEMITARTRATE Chemical Properties,Usage,Production

  • Chemical Properties Crystalline Solid
  • Originator Vadilex,Carriere,France,1972
  • Uses Vasodilator (cerebral and peripheral)
  • Uses Vasodilatator;Adrenergic antagonist
  • Uses 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

  • Definition ChEBI: Ifenprodil tartrate is a member of piperidines.
  • Manufacturing Process The initial steps involve reacting benzyl chloride with 4- hydroxypropiophenone. The benzyloxypropiophene thus obtained is first brominated and then reacted with 4-benzylpiperidine to give 1-(pbenzyloxyphenyl)-2-(4-benzyl-piperidino)propan-1-one.
    The neutral tartrate may be prepared directly by reduction of 1-(pbenzyloxyphenyl)-2-(4-benzyl-piperidino)propan-1-one. For the reduction, a mixture of 175 g of ketone (0.425 mol) and 32 g of tartaric acid (0.213 mol) is hydrogenated at 50°C under pressure of 50 kg/cm2 in 440 ml of methanol in the presence of 12 g of palladium on charcoal.
    The catalyst is filtered off at elevated temperature, and the filtrate is concentrated by evaporation under reduced pressure to a volume of 300 ml and added in a thin stream to 2.5 liters of diethyl ether with mechanical agitation. The precipitate is separated, washed with diethyl ether and dried in vacuo at 80° to 85°C for several hours. 325 g (96% yield) of the neutral tartrate of 1-(p-hydroxyphenyl)-2-(4-benzyl-piperidino)propan-1-ol are obtained.
  • Therapeutic Function Vasodilator
  • 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.
  • Biological Activity Ifenprodil hemitartrate is a NMDA receptor antagonist, acting at the polyamine site. Also an α-adrenergic vasodilator. σ2 ligand displaying about 3-fold selectivity over σ1 sites.
  • Biochem/physiol Actions NMDA antagonist acting at the polyamine site; neuroprotective agent; α-adrenergic central and peripheral vasodilator; α2 adrenergic receptor ligand.
  • in vitro Ifenprodil treatment of oocytes, at NR1A/NR2B and NR1A/NR2A receptors, inhibited NMDA-induced currents with IC50 of 0.34 μM and 146 μM, respectively, and voltage-clamped at -70 mV. Ifenprodil acts as a weak open channel blocker of NR1A/NR2A receptors, the degree of inhibition of NR1A/NR2A receptors by 100 μM fenprodil is not affected by extracellular glycine concentration. Increasing glycine concentration decreased the inhibitory effect of 1mMIfenprodil on NR1A/NR2B receptors. Ifenprodil (10 μM) acts on young rat cortical neurons, a single population of receptors with high affinity for glycine, inhibits almost all NMDA receptor-evoked currents. Ifenprodil (10 μM) inhibited a significant proportion of high- and low-affinity components in aged rat cortical neurons, revealing three pharmacologically distinct distribution populations of NMDA receptors in a single neuron. Ifenprodil antagonizes NMDA receptors in an activity-dependent manner and also enhances the receptor's affinity for glutamate recognition site agonists. In the inhibition curves of Ifenprodil on 10μM and 100μM NMDA-evoked currents, IC50 was 0.88μM and 0.17μM, respectively. Ifenprodil (3μM) can enhance the control level of cultured rat cortical neurons. Enhanced by about 200%. Ifenprodil has a 39- and 50-fold enhanced affinity for NMDA receptors in the agonist-bound activated and desensitized states compared to the resting, agonist-unbound state. Ifenprodil binds to NMDA receptors with a 6-fold increased affinity for glutamate receptor agonists.
  • storage Room temperature
IFENPRODIL HEMITARTRATE Preparation Products And Raw materials
Raw materials
Preparation Products
IFENPRODIL HEMITARTRATE Suppliers
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IFENPRODIL HEMITARTRATE Spectrum
23210-58-4, IFENPRODIL HEMITARTRATERelated Search:
  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • Aromatics
  • Glutamate
  • 抑制剂
  • 信号通路研究
  • 药靶配体
  • BioChemical
  • Ligand-Gated Ion Channels
  • Ionotropic Glutamate Receptor Modulators
  • Ion Channels
  • Cell Biology
  • Cell Signaling and Neuroscience
  • C21H27NO212C4H6O6
  • C21H27NO22C4H6O6
  • C25H33NO8
  • 2C21H27NO2C4H6O6
  • C21H27NO2C4H6O6
  • C23H30NO5
  • 酒石酸艾芬地尔,10 MM DMSO 溶液
  • IFENPRODIL HEMITARTRATE,GLUN2B (FORMERLY NR2B)-PREFERRING NMDA拮抗剂
  • IFENPRODIL HEMITARTRATE (MM/ML),NMDA拮抗剂
  • 4-(2-(4-苄基哌啶-1-基)-1-羟丙基)苯酚 半((2R,3R)-2,3-二羟基丁二酸)
  • 苄哌酚胺
  • 酒石酸艾芬地尔
  • 洒石酸艾芬地尔
  • 4-苄基-1-[BETA,4-二羟基-ALPHA-甲基苯乙基]哌啶酒石酸盐 (2:1)
  • 23210-58-4
  • Ifenprodil Tartrate, 10 mM in DMSO
  • Ifenprodil hemitartrate (mM/ml), NMDA antagonist
  • Ifenprodil hemitartrate, GluN2B (formerly NR2B)-preferring NMDA antagonist
  • 1-Piperidineethanol, α-(4-hydroxyphenyl)-β-methyl-4-(phenylmethyl)-, (2R,3R)-2,3-dihydroxybutanedioate (2:1)
  • 4-(2-(4-Benzylpiperidin-1-yl)-1-hydroxypropyl)phenol hemi((2R,3R)-2,3-dihydroxysuccinate)
  • bis(4-[(1R,2S)-2-(4-benzylpiperidin-1-yl)-1-hydroxy propyl]phenol)
  • IFENPRODIL HEMITARTRATE USP/EP/BP
  • Ifenprodil Hemitartrate - CAS 23210-58-4 - Calbiochem
  • -methyl-4-(phenylmethyl)-1-piperidineethanol (2R
  • -(4-Hydroxyphenyl)-&beta
  • &ALPHA;-(4-HYDROXYPHENYL)-&BETA;-METHYL-4-(PHENYLMETHYL)-1-PIPERIDINEETHANOL (2R;3R)-2;3-DIHYDROXYBUTANEDIOATE;IFENPRODIL L-(+)-TARTRATE;RC-61-91;CEROCRAL;DILVAX;VADILEX;?
  • Ifenprodil (+)-tartrate salt,α-(4-Hydroxyphenyl)-β-methyl-4-benzyl-1-piperidineethanol (+)-tartrate salt
  • 4-Benzyl-1-[beta,4-dihydroxy-alpha-methylphenethyl]piperidinium hydrogen tartrate (2:1)
  • α-(4-Hydroxyphenyl)-β-methyl-4-benzyl-1-piperidineethanol/L-tartaric acid,(2:1)
  • α-(4-hydroxyphenyl)-β-methyl-4-benzyl-1-piperidineethanol tartrate salt
  • IFENPRODIL TARTARATE
  • 4-benzyl-1-[beta,4-dihydroxy-alpha-methylphenethyl]piperidinium hydrogen tartrate
  • Vadilex
  • RC-61-91
  • Ifenprodil L-(+)-Tartrate
  • Dilvax
  • Cerocral
  • a-(4-Hydroxyphenyl)--methyl-4-(phenylmethyl)-1-piperidineethanol (2R,3R)-2,3-Dihydroxybutanedioate
  • ALPHA-[4-HYDROXYPHENYL]-BETA-METHYL-4-BENZYL-1-PIPERIDINEETHANOL TARTRATE SALT
  • IFENPRODIL HEMITARTRATE
  • IFENPRODIL TARTRATE SALT
  • IFENPRODIL TARTRATE
  • 2-(4-BENZYLPIPERIDINO)-1-(4-HYDROXYPHENYL)-1-PROPANOL HEMITARTRATE

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