2-(Dimethylamino)-1-phenyl-3-cy-clohexen-1-carbonsäure-ethylester-hydrochlorid, trans (+-)-

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Gefahrenhinweise

  H225：Flüssigkeit und Dampf leicht entzündbar.

  H370：Schädigt die Organe.

• Sicherheit

  P210：Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.

  P260：Dampf/Aerosol/Nebel nicht einatmen.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P301+P310：BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P311：GIFTINFORMATIONSZENTRUM/Arzt anrufen.

TILIDINE HYDROCHLORIDE HEMIHYDRATE Chemische Eigenschaften,Einsatz,Produktion Methoden

• Chemische Eigenschaften

  TILIDINE HYDROCHLORIDE HEMIHYDRATE is White Solid

• Originator

  Valoron,Goedecke,W. Germany,1970

• Verwenden

  TILIDINE HYDROCHLORIDE HEMIHYDRATE is a controlled substance (opiate). Analgesic. It is used in clinical trial in comparison with Nefopam. Tilidine is one of the most widely used narcotics in Germany and Belgium.

• Manufacturing Process

  In a first step, dimethylamine is reacted with crotonaldehyde to give 1- (dimethylamino)-1,3-butadiene.
  A solution of 194 grams (2 mols) of fresh-distilled 1-(dimethylamino)-1,3- butadiene is combined at room temperature in a 1 liter round-bottom flask with 352 grams (2 mols) atropic acid ethyl ester. After being stirred for about 10 minutes, the reaction mixture gradually becomes exothermic. By cooling with ice water, the contents of the flask are kept at a temperature of 40° to 60°C. After the reaction has ceased, the mixture is kept overnight (about 8 to 24 hours) at room temperature. The next day the viscous product is dissolved in 10 liters of ether and precipitated with ethereal hydrogen chloride forming the corresponding hydrochloride. By fractional crystallization from ethyl acetate/methyl ethyl ketone (10:1), an almost complete separation of the isomeric cis/trans isomers (I) and (II) is achieved. The separation can be carried out very easily due to the low solubility of the 1 1/2-hydrate of (I). Therefore, during the crystallization a sufficient quantity of water for the formation of the 1 1/2-hydrate of (I) is added to the mixture of solvents, whereby (I) readily precipitates.
  Isomer (I): 4-phenyl-3-cis-dimethylamino-4-cis-carbethoxy-?1- cyclohexenehydrochloride, [ethyl-cis-3-(dimethylamino)-4-phenyl-1- cyclohexene-4-carboxylate hydrochloride] , MP 84°C (the free base boils at 97.5° to 98°C at 0.01 mm pressure), 64.4% yield.
  Isomer (II): 4-phenyl-3-trans-dimethylamino-4-trans-carbethoxy-?1- cyclohexenehydrochloride, [ethyl-trans-3-(dimethylamino)-4-phenyl-1- cyclohexene-4-carboxylate hydrochloride], MP 159°C (the free base boils at 95.5° to 96°C at 0.01 mm pressure), 22.2% yield.

• Therapeutic Function

  Analgesic

TILIDINE HYDROCHLORIDE HEMIHYDRATE Upstream-Materialien And Downstream Produkte

27107-79-5, TILIDINE HYDROCHLORIDE HEMIHYDRATE Verwandte Suche: