Introduction：Basic information about fenspiride CAS 5053-06-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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fenspiride Chemical Properties
| 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 |
| LogP | 1.798-1.802 at 20℃ and pH6 |
Safety Information
fenspiride Usage And Synthesis
| Originator | Viarespan,Servier,France,1969 |
| Uses | 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 800cc of diethylcarbonate is heated for 2? hours to reflux at about 80°C in thepresence of sodium methylate (prepared for immediate use from 2 g ofsodium). After this time, the ethyl alcohol formed during the reaction is slowlydistilled while the maximum temperature is reached. The excess ethylcarbonate is distilled under reduced pressure. A crystallized residue is thenobtained, which is stirred with 400 cc of water and 400 cc of ether. Thesolution is filtered and 125 g (77.6%) of practically pure product melting at232°C to 233°C, are obtained.
The starting material was prepared in a yield of 58% by reduction of thecorresponding cyanohydrin. It in turn was prepared from 1-(2-phenylethyl)-4-piperidone and potassium cyanide to give the cyanohydrin which was reducedby 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. |
fenspiride Preparation Products And Raw materials
| Raw materials | POTASSIUM CYANIDE-->Diethyl carbonate-->Lithium Aluminum Hydride-->1-Phenethyl-4-piperidone |
