fenspiride
- CAS NO.:5053-06-5
- Empirical Formula: C15H20N2O2
- Molecular Weight: 260.33
- MDL number: MFCD00867054
- EINECS: 225-751-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 23:16:16
What is fenspiride?
Originator
Viarespan,Servier,France,1969
The Uses of fenspiride
Bronchodilator;anti-adrenergic (β-receptor).
Definition
ChEBI: 8-(2-phenylethyl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one is an azaspiro compound.
Manufacturing Process
A 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 Function
Bronchodilator
Pharmaceutical Applications
Fenspiride 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.
Properties of fenspiride
Boiling point: | 126-127 °C(Press: 2 Torr) |
Density | 1.19±0.1 g/cm3(Predicted) |
form | Solid:particulate/powder |
pka | 12.44±0.20(Predicted) |
color | White to off-white |
Safety information for fenspiride
Computed Descriptors for fenspiride
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