Terfenadin

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Gefahrenhinweise

  H413：Kann für Wasserorganismen schädlich sein, mit langfristiger Wirkung.

• Sicherheit

  P273：Freisetzung in die Umwelt vermeiden.

  P501：Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Terfenadine Chemische Eigenschaften,Einsatz,Produktion Methoden

• S-Sätze Betriebsanweisung:

  S24/25:Berührung mit den Augen und der Haut vermeiden.

• Chemische Eigenschaften

  White Solid

• Originator

  Histafen,Berk

• Verwenden

  It is used for relieving symptoms associated with seasonal allergic rhinitis and conjunctivitis, for angioneurotic edema and allergic skin reaction, and also as an ingredient of complex therapy for bronchial asthma. Synonyms of this drug are seldane, hystadin, trexil, and others.

• Verwenden

  H1 antihistamine

• Verwenden

  Nonsedating-type histamine H1-receptor antagonist. Antihistaminic

• Verwenden

  Terfenadine has been used to study the role of histamine in itch related to proteinase-activated receptors (PARs) in mice. Terfenadine has also been used to block histamine receptor type 1 to study the pathogenesis of 2,4-dinitrobenzene sulfonic acid (DNBS)-induced ulcerative colitis in rats.

• Definition

  ChEBI: Terfenadine is a diarylmethane.

• Manufacturing Process

  A mixture of 107 g (0.4 mole) of α,α-diphenyl-4-piperidinemethanol, 105 g (0.44 mole) of 4'-tert-butyl-4-chlorobutyrophenone, 70 g (0.7 mole) of potassium bicarbonate, and a small amount of potassium iodide in 600 ml of toluene was refluxed and stirred for 2.5 days then filtered. The filtrate was treated with charcoal, filtered through celite then treated with ethereal HCl. The resulting solid was recrystallized from methanol and isopropyl alcohol to give the 4'-tert-butyl-4-[4-(α-hydroxy-α-phenylbenzyl)piperidino]- butyrophenone hydrochloride, melting point 234°-235°C.
  To a mixture of 4.2 g (0.0083 mole) of 4'-tert-butyl-4-[4-(α-hydroxy-α- phenylbenzyl)piperidino]-butyrophenone hydrochloride and 0.54 g (0.01 mole) of sodium methoxide in 25 ml of methanol is added 2.16 g (0.04 mole) of potassium borohydride. The reaction mixture is stirred overnight, diluted with water and the methanol removed under reduced pressure. The remaining material is extracted with chloroform, washed with water, dried over magnesium sulfate and filtered. The filtrate is concentrated, and the residue is recrystallized from acetone-water to give 4-[α-(p-tert-butylphenyl)-α- hydroxybenzyl]-α-phenyl-1-piperidinebutanol, melting point 161°-163°C.

• Trademarks

  Antifen;Fenadin.

• Therapeutic Function

  Antihistaminic, Bronchodilator

• Weltgesundheitsorganisation (WHO)

  The first clinically interesting histamine H-receptor1 antagonists were introduced in the late 1940s and early 1950s. Several H-antihistaminics have a similar cardiac effect to that seen with astemizole1 and terfenadine. Serious cardiovascular adverse reactions have been reported when used concomitantly with imidazole antifungals and macrolide antibiotics. See also under astemizole.

• Biologische Aktivität

  Histamine H 1 receptor antagonist. Also blocks hERG and K ATP channels (IC 50 values are 204 nM and 1.2 μ M respectively). Inhibits the delayed rectifier K + current (I Kr ) in guinea pig ventricular myocytes (IC 50 = 50 nM). Activity prolongs QT and induces Torsades de pointes (TdP); cardiotoxic in vivo .

• Biochem/physiol Actions

  Non-sedating second generation H1 histamine receptor antagonist. Mainly metabolized by Cyp3A4, 5, 7. Inhibits CYP2C8.

• Pharmakologie

  Terfenadine not only differs from the other antihistamine drugs in its chemical structure, but also in that its action begins within 1–2 h and last approximately 12 h, reaching its peak of action in 3–4 h.

• Synthese

  Terfenadine, |á-(4-tert-butylphenyl) -4-hydroxydiphenylmethyl)- 1-piperidinebutanol (16.1.24), is synthesized in two ways. According to the first, benzyl-4- magnesiumchloropiperidine is reacted with benzophenone, giving (1-benzyl-4-piperidyl) diphenylcarbinol (16.2.22), which undergoes further debenzylation by reduction with hydrogen using a palladium over carbon catalyst, giving (4-piperidyl)diphenylcarbinol (16.2.22). This product is alkylated by either 1-(4-tert-butylphenyl)-4-chlorobutanol, which forms terfenadine (16.1.24), or by alkylating with (4-tert-butylphenyl-3-chloropropiophenone, which forms the product (16.1.25), the carbonyl group of which is reduced to an alcohol group, thus giving the desired terfenadine (16.1.24).

  

• Lager

  Store at +4°C

Terfenadine Upstream-Materialien And Downstream Produkte

Terfenadin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global(212)Suppliers

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