Tilidin
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- CAS-Nr.
- 20380-58-9
- Bezeichnung:
- Tilidin
- Englisch Name:
- tilidine
- Synonyma:
- tilidine;dl-trans-Tilidine;WDEFBBTXULIOBB-WBVHZDCISA-N;Ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate;rel-2α*-(Dimethylamino)-1-phenyl-3-cyclohexene-1β*-carboxylic acid ethyl ester;rel-2β*-(Dimethylamino)-1β*-phenyl-3-cyclohexene-1α*-carboxylic acid ethyl ester
- CBNumber:
- CB9895012
- Summenformel:
- C17H23NO2
- Molgewicht:
- 273.374
- MOL-Datei:
- 20380-58-9.mol
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Tilidin Eigenschaften
- Siedepunkt:
- bp0.01 95.5-96°
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
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| Sicherheit |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P270 |
Bei Gebrauch nicht essen, trinken oder rauchen. |
| P301+P312 |
BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
| P330 |
Mund ausspülen. |
| P501 |
Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen. |
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Tilidin Chemische Eigenschaften,Einsatz,Produktion Methoden
Originator
Valoron,Goedecke,W. Germany,1970
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
Tilidin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
20380-58-9(Tilidin)Verwandte Suche:
- tilidine
- dl-trans-Tilidine
- rel-2α*-(Dimethylamino)-1-phenyl-3-cyclohexene-1β*-carboxylic acid ethyl ester
- rel-2β*-(Dimethylamino)-1β*-phenyl-3-cyclohexene-1α*-carboxylic acid ethyl ester
- Ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- WDEFBBTXULIOBB-WBVHZDCISA-N
- 20380-58-9
