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HomeProduct name listIfenprodil

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: 2024-11-01 13:17:44
Ifenprodil Structural

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)
ghs
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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