ChemicalBook--->CAS DataBase List--->5053-08-7

5053-08-7

5053-08-7 Structure

5053-08-7 Structure
IdentificationBack Directory
[Name]

Fenspiride hydrochloride
[CAS]

5053-08-7
[Synonyms]

jp428
espiran
fluiden
Erespal
NAT 333
Decaspir
Tegencia
Viarespan
pneumorel
NDR 5998A
decaspiride
Fenspiride HCl
Fensipiride HCL
nat-333hydrochloride
tegenciahydrochloride
oxa-monohydrochloride
ndr-5998ahydrochloride
Fencipril hydrochloride
FENSPIRIDE HYDROCHLORIDE
Fenspiride hydrochloride, >=99%
8-n-fenetil-1-oxa-2-oxo-3,8-diazaspiro-(4,5)-decanocloridrato
chlorhydratedephenethyl-8-oxa-1-diaza-3,8-spiro(4,5)decanone-2
phenethyl-8-oxa-1-diaza-3,8-spiro(4,5)decanone-2-hydrochloride
8-phenethyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one hydrochloride
8-diazaspiro(4.5)decan-2-one,8-phenethyl-1-oxa-monohydrochloride
8-(2-phenylethyl)-1-oxa-3,8-diazaspiro(4.5)decan-2-onehydrochloride
Hot Selling Fenspiride hydrochloride Fenspiride hcl CAS NO.5053-08-7
8-diazaspiro(4.5)decan-2-one,8-(2-phenylethyl)-1-oxa-monohydrochloride
2-OXAZOLIDINONE-5-SPIRO-4'-[N-(2-PHENYLETHYL)PIPERIDINE] HYDROCHLORIDE
1-Oxa-3,8-diazaspiro(4.5)decan-2-one, 8-(2-phenylethyl)-, monohydrochl oride
1-Oxa-3,8-diazaspiro[4.5]decan-2-one, 8-(2-phenylethyl)-, hydrochloride (1:1)
[EINECS(EC#)]

225-752-9
[Molecular Formula]

C15H21ClN2O2
[MDL Number]

MFCD00133315
[MOL File]

5053-08-7.mol
[Molecular Weight]

296.79
Chemical PropertiesBack Directory
[Melting point ]

235-238°C (dec.)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

powder
[color ]

white
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Solid
[Uses]

Antiinflammatory;Bradykinin antagonist
[Uses]

Bronchodilator with anti-inflammatory properties. Inhibits mucus secretion and reduces the release of tachykinins at a prejunctional level by its anti-muscarinic action. It also may be an antagonist at α adrenergic and H1 histamine receptors.
[Originator]

Viarespan,Servier,France,1969
[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
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22
[Safety Statements ]

36
[WGK Germany ]

3
[RTECS ]

RO0375000
[HS Code ]

2934.99.3000
[Toxicity]

LD50 i.v. in mice: 106 mg/kg; orally in rats: 437 mg/kg (LeDouarec)
Questions And AnswerBack Directory
[Pharmacological effects]

As an α adrenergic and H1 histamine receptor antagonist, Fenspiride has been shown to be antiinflammatory, anti-allergic and antioxidant. Fenspiride inhibited SO2-induced goblet cell hyperplasia in rats, with concomitant inhibition of increased hexose and fucose, indicative of mucus hypersecretion, in lavage fluid. Fenspiride also exhibits neuronal inhibitory activity. For example, in guinea pigs, it reverses capsaicin-induced and citric acid-induced bronchoconstriction and cough, and inhibits cholinergic and non-adrenergic, non-cholinergic (NANC) neural contraction of isolated bronchi.
[Indications]

Fenspiride hydrochloride is a bronchodilator, which was used as a drug in the treatment of certain respiratory diseases. Finsecbili hydrochloride against serotonin, dilating bronchial smooth muscle, the intensity of action is between isoproterenol and theophylline, in addition to reducing the resistance of air movement in the lungs, experiments have shown that this product has dilated bronchial smooth muscle, antitussive, antipyretic and analgesic effects. Suitable for chronic bronchitis, bronchial asthma and chronic respiratory insufficiency.  In Russia it was approved for the treatment of acute and chronic inflammatory diseases of ENT organs and the respiratory tract, as well as for maintenance treatment of asthma (like rhinopharyngitis, laryngitis, tracheobronchitis, otitis and sinusitis).
Spectrum DetailBack Directory
[Spectrum Detail]

Fenspiride hydrochloride(5053-08-7)1HNMR
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