4-(Trifluoromethyl)-2'-biphenylcarboxylic acid

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H315：Verursacht Hautreizungen.

  H319：Verursacht schwere Augenreizung.

  H335：Kann die Atemwege reizen.

• Sicherheit

  P261：Einatmen von Staub vermeiden.

  P304+P340：BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

  P405：Unter Verschluss aufbewahren.

4-(Trifluoromethyl)-2'-biphenylcarboxylic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

• Chemische Eigenschaften

  White solid

• Originator

  Xenalipin ,Wellcome (GSK)

• Verwenden

  4''-(Trifluoromethyl)-2-biphenylcarboxylic Acid, is a novel compound which has been found to be effective hypolipidemic agent in animal species. It is also an intermediate in the synthesis of various pharmaceutical compounds, such as Cannabinol (C175350).

• Verwenden

  Hypolipidemic.

• Manufacturing Process

  a). Preparation of 2-(4,4-dimethyl-2-oxazolin-2-yl)-4'-trifluoromethylbiphenyl:
  A mechanically stirred solution of magnesium turnings (5.1 g, 0.21 mole) Mallinckrodt, for Grignards reaction, and 2-(2-methoxyphenyl)-4,4-dimethyl- 2-oxazoline (41 g, 0.2 mole) in 50 mL dry tetrahydrofuran under nitrogen was prepared. To this was added a crystal of iodine, 1 mL of dibromethane and 2 mL of neat p-bromotrifluoromethylbenzene to initiate the Grignard reaction. Following initiation of the reaction, the remainder of the p- bromotrifluoromethylbenzene (50 g, 0.22 mole total) in 100mL dry tetrahydrofuran was added dropwise at a rate sufficient to maintain the reaction at gentle reflux. The addition took 1 hour. At the end of the addition period, the reaction mixture was heated to reflux for 3 hours. The reaction mixture was then cooled to room temperature and 10 mL water was added dropwise to coagulate the salts. The tetrahydrofuran was decanted and the remaining solids were slurried twice with 300 mL ethyl ether and twice with 300 mL dichloromethane. Each organic extract was decanted from the solids in turn and combined and evaporated under reduced pressure to an oil.
  This oil was redissolved in 300 mL dichloromethane, washed once with 100 mL water and once with 10 mL saturated sodium chloride solution, dried and concentrated under reduced pressure. The resulting residue was distilled under reduced pressure (0.040 mm, 95.degree.) to yield 2-(4,4-dimethyl-2- oxazoline-2-yl)-4'-trifluoromethylbiphenyl, yield 33%. A sample was recrystallized from 30-60°C petroleum ether (melting point 50-51°C).
  b). Preparation of 4'-(trifluoromethyl)-2-biphenylcarboxylic acid:
  A solution of 2-(4,4-dimethyl-2-oxazolin-2-yl)-4'-trifluoromethylbiphenyl (3.5 g, 0.011 mole) in 60 mL 6 N hydrochloric acid was stirred at vigorous reflux for 2 hr. The reaction mixture was then cooled to room temperature and extracted with methylene chloride. The organic extracts were dried and concentrated under reduced pressure to yield a solid. Recrystallisation from ethyl ether/pentane afforded 4'-(trifluoromethyl)-2-biphenyl carboxylic acid, yield 86% (melting point 167-169°C).

• Therapeutic Function

  Antihyperlipidemic

• Allgemeine Beschreibung

  4′-(Trifluoromethyl)-2-biphenylcarboxylic acid (xenalipin) has been tested as an effective hypolipidemic agent in animal species. It has been shown to cause significant reduction in serum cholesterol and triglyceride levels in animal models and would be beneficial in therapy for hyperlipidemia. Synthesis of 4′-(trifluoromethyl)-2-biphenylcarboxylic acid (xenalipin) has been reported. Xenalipin has been synthesized in the [¹⁴C]-labelled form, with specific activity 21.0mCi/mmol, which is suitable for the metabolism and distribution studies in animals.

4-(Trifluoromethyl)-2'-biphenylcarboxylic acid Upstream-Materialien And Downstream Produkte

4-(Trifluoromethyl)-2'-biphenylcarboxylic acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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