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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
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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
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Safety

Toxicity
LD50 oral in mouse: 320mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P330Rinse mouth.

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N-Bromosuccinimide Price

Alfa Aesar
Product number
J60932
Product name
Ifenprodil hemitartrate, 99%
Packaging
10mg
Price
$84.65
Updated
2024/03/01
Alfa Aesar
Product number
J60932
Product name
Ifenprodil hemitartrate, 99%
Packaging
50mg
Price
$312.65
Updated
2024/03/01
TRC
Product number
I258003
Product name
Ifenprodil
Packaging
100mg
Price
$410
Updated
2021/12/16
American Custom Chemicals Corporation
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
American Custom Chemicals Corporation
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
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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.

Ifenprodil Preparation Products And Raw materials

Raw materials

Preparation Products

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Ifenprodil Suppliers

Axon Medchem BV
Tel
--
Fax
--
Email
info@axonmedchem.com
Country
The Netherlands
ProdList
477
Advantage
30

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