Ifenprodil
- Product Name
- Ifenprodil
- CAS No.
- 23210-56-2
- Chemical Name
- Ifenprodil
- Synonyms
- IFENPRODIL;2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)propanol;4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol;2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol;2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)propan-1-ol;1-(4-Hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol;4-[2-[4-(benzyl)-1-piperidyl]-1-hydroxy-propyl]phenol;4-Benzyl-α-(p-hydroxyphenyl)-β-methyl-1-piperidineethanol;4-[1-Hydroxy-2-[4-(phenylmethyl)piperidin-1-yl]propyl]phenol;2-?(4-?Benzylpiperidino)?-?1-?(1-?hydroxyphenyl)?-?1-?propanol
- CBNumber
- CB3427239
- Molecular Formula
- C21H27NO2
- Formula Weight
- 325.45
- MOL File
- 23210-56-2.mol
Ifenprodil Property
- 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
- Toxicity
- LD50 oral in mouse: 320mg/kg
N-Bromosuccinimide Price
- Product number
- J60932
- Product name
- Ifenprodil hemitartrate, 99%
- Packaging
- 10mg
- Price
- $84.65
- Updated
- 2024/03/01
- Product number
- J60932
- Product name
- Ifenprodil hemitartrate, 99%
- Packaging
- 50mg
- Price
- $312.65
- Updated
- 2024/03/01
- Product number
- I258003
- Product name
- Ifenprodil
- Packaging
- 100mg
- Price
- $410
- Updated
- 2021/12/16
- Product number
- INB0002060
- Product name
- 1-METHYL-2-HYDROXY-2-(4-HYDROXYPHENYL)ETHYL-1-(4-BENZYLPIPERIDINE)
- Purity
- 95.00%
- Packaging
- 10MG
- Price
- $617.3
- Updated
- 2021/12/16
- Product number
- INB0002060
- Product name
- 1-METHYL-2-HYDROXY-2-(4-HYDROXYPHENYL)ETHYL-1-(4-BENZYLPIPERIDINE)
- Purity
- 95.00%
- Packaging
- 50MG
- Price
- $842.87
- Updated
- 2021/12/16
Ifenprodil Chemical Properties,Usage,Production
Originator
Vadilex,Carriere,France,1972
Uses
Ifenprodil is a NMDA receptor antagonist.
Uses
vasodilator
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.