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HomeProduct name listTILIDINE HYDROCHLORIDE HEMIHYDRATE

TILIDINE HYDROCHLORIDE HEMIHYDRATE

  • CAS NO.:27107-79-5
  • Empirical Formula: C17H26ClNO3
  • Molecular Weight: 327.85
  • MDL number: MFCD02684014
  • EINECS: 248-226-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-15 10:43:58
TILIDINE HYDROCHLORIDE HEMIHYDRATE Structural

What is TILIDINE HYDROCHLORIDE HEMIHYDRATE?

Chemical properties

TILIDINE HYDROCHLORIDE HEMIHYDRATE is White Solid

Originator

Valoron,Goedecke,W. Germany,1970

The Uses of TILIDINE HYDROCHLORIDE HEMIHYDRATE

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

Properties of TILIDINE HYDROCHLORIDE HEMIHYDRATE

Melting point: 149-152?C
Flash point: 9℃
storage temp.  -20°C Freezer
solubility  Freely soluble in water, very soluble in methylene chloride, freely soluble in ethanol (96 per cent).
form  Solid
color  White to Off-White
Stability: Hygroscopic

Safety information for TILIDINE HYDROCHLORIDE HEMIHYDRATE

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H225:Flammable liquids
H370:Specific target organ toxicity, single exposure
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P311:Call a POISON CENTER or doctor/physician.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for TILIDINE HYDROCHLORIDE HEMIHYDRATE

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