| Identification | Back Directory | [Name]
Ifenprodil | [CAS]
23210-56-2 | [Synonyms]
IFENPRODIL
2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)propanol
4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol
4-[2-[4-(benzyl)-1-piperidyl]-1-hydroxy-propyl]phenol
2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol
1-(4-Hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol
2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)propan-1-ol
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
4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethano
4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethanol
α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidineethanol
1-Methyl-2-hydroxy-2-(4-hydroxyphenyl)ethyl-1-(4-benzylpiperidine)
1-Piperidineethanol, α-(4-hydroxyphenyl)-β-methyl-4-(phenylmethyl)-
alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidineethano
alpha-(4-Hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidineethanol
2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol tartrate (2:1) salt
4-[(1S,2R)-1-hydroxy-2-[4-(phenylmethyl)-1-piperidin-1-iumyl]propyl]phenol
1-Piperidineethanol, .alpha.-(4-hydroxyphenyl)-.beta.-methyl-4-(phenylmethyl)-
(1R*,2S*)-erythro-2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanolhemitartrate
(1R*,2S*)-erythro-2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol hemi-(DL)-tartrate | [EINECS(EC#)]
245-491-4 | [Molecular Formula]
C21H27NO2 | [MDL Number]
MFCD00209873 | [MOL File]
23210-56-2.mol | [Molecular Weight]
325.45 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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. |
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| Company Name: |
BOC Sciences
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| Website: |
https://www.bocsci.com |
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