IFENPRODIL HEMITARTRATE
- Product Name
- 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
- 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
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 22-26-36-36/37
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- I2892
- Product name
- Ifenprodil (+)-tartrate salt
- Packaging
- 10mg
- Price
- $84.7
- Updated
- 2024/03/01
- Product number
- I2892
- Product name
- Ifenprodil (+)-tartrate salt
- Packaging
- 25mg
- Price
- $211
- Updated
- 2024/03/01
- Product number
- 5.04904
- Product name
- Ifenprodil Hemitartrate - CAS 23210-58-4 - Calbiochem
- Packaging
- 10MG
- Price
- $88.3
- Updated
- 2022/05/15
- Product number
- 17201
- Product name
- Ifenprodil (hemitartrate)
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 17201
- Product name
- Ifenprodil (hemitartrate)
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $50
- Updated
- 2024/03/01
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
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