Xenytropiumbromid

xenytropium bromide Chemische Eigenschaften,Einsatz,Produktion Methoden

• Originator

  Xenytropium bromide,Licencia Budapest

• Manufacturing Process

  2 methods of preparation of endo-(+/-)-8-([1,1'-biphenyl]-4-ylmethyl)-3-(3- hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-azoniabicyclo[3.2.1]octane bromide.
  1). 28.9 g of dl-tropic acid ester of the tropine is dissolved in 300 ml of luke- warm acetone and to the solution are added 25.0 g of 4-diphenyl-methyl- bromide, dissolved in 75 ml of acetone. The solution is kept for 1 h at room temperature, thereafter during 6 h at 40-60°C. The separated quaternary salt is filtered off, washed with acetone and dried at gentle heat. The endo-(+/-)- 8-([1,1'-biphenyl]-4-ylmethyl)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8- methyl-8-azoniabicyclo[3.2.1]octane as snow-white microcrystalline powder, melting point 220-222°C (dec., recystallizing from ethyl alcohol) is obtained (yield 35.0-39.0 g).
  2). 14.1 g of trans-tropanol are dissolved in 150 ml of acetone and the solution mixed with 24.7 g of 4-diphenyl-methyl-bromide dissolved in a little acetone. The solution is kept for some hours at about 50°C and therefater the separated 4-diphenyl-methyl-trans-tropinium-bromide is isolated in the usual manner. Yield about 90%. After recrystallising in ethyl alcohol the compound melts at about 230°C (dec.).
  19.4 g of the quarternary aminoalcohol obtained in the above manner is mixed with 13.5 g of O-acetyl-dl-tropic acid bromide, in a vessel provided with a tube containing calcium chloride, and the mixture is warmed in an oil bath at 120-130°C until no more development of hydrogen bromide gas (approx. 3 h) takes place. For the purpose of splitting of the acetyl-residue the resulting ester is boiled for 0.5 h with 50 ml of 10% hydrobromic acid and the resulting solution evaporated to dryness in vacuo. On the endo-(+/-)-8-([1,1'- biphenyl]-4-ylmethyl)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8- azoniabicyclo[3.2.1]octane, melting point 221°C (dec., recrystallization from alcohol) is obtained.

• Therapeutic Function

  Antimuscarinic, Spasmolytic

• Sicherheitsprofil

  Poison by intravenous, subcutaneous, and intraperitoneal routes. Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and Br-. See also BROMIDES.

Xenytropiumbromid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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