IFENPRODIL HEMITARTRATE
- CAS No.
- 23210-58-4
- Chemical Name:
- IFENPRODIL HEMITARTRATE
- Synonyms
- Dilvax;Vadilex;Cerocral;RC-61-91;IFENPRODIL TARTRATE;IFENPRODIL TARTARATE;IFENPRODIL HEMITARTRATE;IFENPRODIL TARTRATE SALT;-(4-Hydroxyphenyl)-βIfenprodil L-(+)-Tartrate
- CBNumber:
- CB9282458
- Molecular Formula:
- C25H33NO8
- Molecular Weight:
- 475.53
- MDL Number:
- MFCD00078585
- MOL File:
- 23210-58-4.mol
- MSDS File:
- SDS
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 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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---|---|---|---|---|---|---|---|---|---|---|
Signal word | Warning | |||||||||
Hazard statements | H302-H312-H315-H319-H332-H335 | |||||||||
Precautionary statements | P261-P280-P305+P351+P338 | |||||||||
Hazard Codes | Xn | |||||||||
Risk Statements | 20/21/22-36/37/38 | |||||||||
Safety Statements | 22-26-36-36/37 | |||||||||
WGK Germany | 3 | |||||||||
NFPA 704 |
|
IFENPRODIL HEMITARTRATE price More Price(26)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | I2892 | Ifenprodil (+)-tartrate salt | 23210-58-4 | 10mg | $84.7 | 2024-03-01 | Buy |
Sigma-Aldrich | I2892 | Ifenprodil (+)-tartrate salt | 23210-58-4 | 25mg | $211 | 2024-03-01 | Buy |
Sigma-Aldrich | 5.04904 | Ifenprodil Hemitartrate - CAS 23210-58-4 - Calbiochem | 23210-58-4 | 10MG | $88.3 | 2022-05-15 | Buy |
Cayman Chemical | 17201 | Ifenprodil (hemitartrate) ≥98% | 23210-58-4 | 5mg | $32 | 2024-03-01 | Buy |
Cayman Chemical | 17201 | Ifenprodil (hemitartrate) ≥98% | 23210-58-4 | 10mg | $50 | 2024-03-01 | Buy |
IFENPRODIL HEMITARTRATE Chemical Properties,Uses,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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49403 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30250 | 58 |
Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34571 | 58 |
Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 23430 | 58 |
AFINE CHEMICALS LIMITED | +86-0571-85134551 | sales@afinechem.com | China | 15372 | 58 |
Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | China | 52861 | 58 |
InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |