fenspiride

fenspiride
  • CAS No.:5053-06-5
Other grades of this product :
fenspiride Basic information
Product Name:fenspiride
Synonyms:fenspiride;Fenspiridum;8-phenethyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one;8-(2-Phenylethyl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one;DESP;Fenspirid;1-Oxa-3,8-diazaspiro[4.5]decan-2-one, 8-(2-phenylethyl)-;Fenspiride-d5
CAS:5053-06-5
MF:C15H20N2O2
MW:260.33
EINECS:225-751-3
Product Categories:Intermediate;medical intermediate;Pharm intermediate;organic;Pharmaceutical intermediates
Mol File:5053-06-5.mol
fenspiride Chemical Properties
Boiling point 126-127 °C(Press: 2 Torr)
density 1.19±0.1 g/cm3(Predicted)
pka12.44±0.20(Predicted)
form Solid:particulate/powder
LogP1.798-1.802 at 20℃ and pH6
Safety Information
MSDS Information
fenspiride Usage And Synthesis
OriginatorViarespan,Servier,France,1969
UsesBronchodilator;anti-adrenergic (β-receptor).
Manufacturing ProcessA solution of 192 g of 1-phenethyl-4-hydroxy-4-aminomethyl piperidine in 800 cc of diethylcarbonate is heated for 2? hours to reflux at about 80°C in the presence of sodium methylate (prepared for immediate use from 2 g of sodium). After this time, the ethyl alcohol formed during the reaction is slowly distilled while the maximum temperature is reached. The excess ethyl carbonate is distilled under reduced pressure. A crystallized residue is then obtained, which is stirred with 400 cc of water and 400 cc of ether. The solution is filtered and 125 g (77.6%) of practically pure product melting at 232°C to 233°C, are obtained.The starting material was prepared in a yield of 58% by reduction of the corresponding cyanohydrin. It in turn was prepared from 1-(2-phenylethyl)-4- piperidone and potassium cyanide to give the cyanohydrin which was reduced by lithium aluminum hydride.
Therapeutic FunctionBronchodilator
Pharmaceutical ApplicationsFenspiride is an antagonist of 5-hydroxytryptamine, whose effect on bronchial smooth muscle expansion is between isoproterenol and theophylline. It also has the effect of unobtrusion-free respiratory tract and air resistance elimination in the lungs. It has the effect of antitussive, antipyretic, analgesic and anti-inflammatory, and the antipyretic and analgesic effect is better than aminopyrine and the anti-inflammatory effect is stronger than bute.
fenspiride Preparation Products And Raw materials
Raw materialsPOTASSIUM CYANIDE-->Diethyl carbonate-->Lithium Aluminum Hydride-->1-Phenethyl-4-piperidone

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