Ifenprodil
- CAS NO.:23210-56-2
- Empirical Formula: C21H27NO2
- Molecular Weight: 325.45
- MDL number: MFCD00209873
- EINECS: 245-491-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:36
What is Ifenprodil?
Originator
Vadilex,Carriere,France,1972
The Uses of Ifenprodil
Ifenprodil is a NMDA receptor antagonist.
The Uses of Ifenprodil
vasodilator
What are the applications of Application
Ifenprodil Tartrate Salt is a NMDA receptor antagonist
Definition
ChEBI: 4-[1-hydroxy-2-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol 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
Biological Activity
NMDA receptor antagonist, acting at the polyamine site. Also an α -adrenergic vasodilator. σ 2 ligand displaying about 3-fold selectivity over σ 1 sites.
Properties of Ifenprodil
Melting point: | 114° |
Boiling point: | 463.62°C (rough estimate) |
Density | 1.0825 (rough estimate) |
refractive index | 1.5614 (estimate) |
storage temp. | Store at RT |
solubility | DMSO (Slightly), Methanol (Slightly) |
form | Solid |
pka | 9.99±0.26(Predicted) |
color | White to Off-White |
Water Solubility | Soluble to 15 mM in water with gentle warming |
Safety information for Ifenprodil
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. |
Computed Descriptors for Ifenprodil
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