Fenbufen

Bezeichnung:Fenbufen

CAS-Nr36330-85-5

Englisch Name:Fenbufen

CBNumberCB2239125

SummenformelC16H14O3

Molgewicht254.29

MOL-Datei36330-85-5.mol

Synonyma

Fenbufen

Fenbufen physikalisch-chemischer Eigenschaften

Schmelzpunkt	184-187 °C (lit.)
Siedepunkt	357.5°C (rough estimate)
Dichte	1.1565 (rough estimate)
Brechungsindex	1.5600 (estimate)
storage temp.	2-8°C
Löslichkeit	Very slightly soluble in water, slightly soluble in acetone, in ethanol (96 per cent) and in methylene chloride.
pka	pKa 4.3(H2O tunde?ned Iunde?ned) (Uncertain)
Aggregatzustand	Solid
Farbe	White to off-white
Wasserlöslichkeit	2.212mg/L(25 ºC)
Merck	13,3990
EPA chemische Informationen	[1,1'-Biphenyl]-4-butanoic acid, .gamma.-oxo- (36330-85-5)

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	25
S-Sätze:	28-45
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	DV1761000
HazardClass	6.1
PackingGroup	III
HS Code	2918300090
Toxizität	LD50 in various strains of mice, rats (mg/kg): 795-1673, 200-720 orally; 506-811, 265-575 i.p. (Bolte)

Gefahreninformationscode (GHS)

Fenbufen Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Fenbufen has been found to be an effective, well-tolerated drug for the treatment of rheumatoid arthritis, osteoarthritis, and ankylosing spondylitis. Fenbufen is prepared by the Friedel-Crafts (aluminum chloride – nitrobenzene) acylation of biphenyl with succinic anhydride. The compound is metabolized in humans first to 4-hydroxy-4-biphenylbutyric acid (tmax 2.5 h) then to 4-biphenyl acetic acid (tmax 7.5 h). Both metabolites are more active than fenbufen itself and circulate for several hours (t1/2 10 h). This slow conversion of fenbufen to active metabolites having relatively long plasma half-lives allows for once a day dosing with this agent.
Chemische Eigenschaften
White Solid
Originator
Cinopal,Cyanamid,Italy,1976
Verwenden
muscle relaxant (smooth)
Verwenden
Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory
Definition
ChEBI: Fenbufen is a member of biphenyls and a 4-oxo monocarboxylic acid. It has a role as a non-steroidal anti-inflammatory drug.
Manufacturing Process
135 g of aluminum chloride is dissolved in 500 ml of nitrobenzene, the solution being held below 10°C by external cooling. A finely ground mixture of 50 g of succinic anhydride and 75 g of biphenyl is added to the stirred solution, the temperature being held below 10°C. It is then held at room temperature for four days. After pouring the reaction mixture into a solution of 150 ml of concentrated hydrochloric acid in 1 liter of ice water, the nitrobenzene is removed by steam distillation. The solid is collected, dissolved in 4 liters of 3% hot sodium carbonate solution, clarified, and reprecipitated by the addition of excess 6N sulfuric acid solution. The crude product is collected, dried, and recrystallized from ethanol to give the pure subject compound, MP 185°C to 187°C.
Therapeutic Function
Antiinflammatory
Allgemeine Beschreibung
Fenbufen belongs to the class of non-steroidal anti-inflammatory drugs, widely used as an antipyretic and analgesic in medical applications. Its mode of action involves the inhibition of cyclooxygenase enzyme and thereby prevents the synthesis of certain prostaglandins.
Handelsname
Clincopal (Lederle, Spain), Lederfen (Lederle, UK), Napanol (Lederle, Japan).
Sicherheitsprofil
Poison by ingestion,intraperitoneal, and subcutaneous routes. Human systemiceffects by ingestion: cough, sweating, body temperature.An experimental teratogen. Other experimentalreproductive effects. An anti-inflammatory agent. Whenheated to decomposi

Fenbufen Upstream-Materialien And Downstream Produkte

Fenbufen Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

36330-85-5, Fenbufen Verwandte Suche:

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