Tianeptine

Tianeptine
  • CAS No.:66981-73-5
Other grades of this product :
Tianeptine Basic information
Product Name:Tianeptine
Synonyms:TIANEPTINE;Tianeptineacid;7-[(3-chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-yl)-amino]heptanoic acid s,s-dioxide;7-[(3-CHLORO-6,11-DIHYDRO-6-METHYL-DIBENZO[C,F][1,2]THIAZEPINE-11-YL)AMINO]HEPTANOIC ACID S,S DIOXIDE;COAXIL;7-[(3-Chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-y1)amino]heptanoic acid S,S-dioxide;30123-17-2 (Mono-hydrochloride salt);Brn 1232295
CAS:66981-73-5
MF:C21H25ClN2O4S
MW:436.95
EINECS:614-004-0
Product Categories:Intermediate;Tianeptine;Heterocyclic Compounds;Pharmaceuticals;Tianeptine Intermediates;API;Intermediates & Fine Chemicals;66981-73-5
Mol File:66981-73-5.mol
Tianeptine Chemical Properties
Melting point 129-131°C
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility Freely soluble in water, in methanol and in methylene chloride.
form Solid
color White to Off-White
CAS DataBase Reference66981-73-5(CAS DataBase Reference)
Safety Information
RIDADR 3249
HazardClass 6.1(b)
PackingGroup III
MSDS Information
Tianeptine Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorStablon,Servier,France,1983
UsesTianeptine is used in the treatment of reactive and neurotic depression, as well as in the treatment of anxious states.
UsesTricyclic compound with psychostimulant, anti-ulcer and anti-emetic properties. Antidepressant
Manufacturing ProcessA solution of 27.6 g (0.16 mol) of freshly distilled ethyl 7-aminoheptanoate in 40 ml of nitromethane was added all at once and with mechanical stirring to a suspension of 26.2 g (0.08 mol) of 5,8-dichloro-10-dioxo-11- methyldibenzo[c,f]thiazepine(1,2) in 120 ml of nitromethane. The whole was heated to 55°C for 30 minutes, the solvent was then evaporated in vacuo and the residue was taken up in water. The crude ester was extracted with ether. After evaporation of the ether 36 g of crude ester were obtained, and 30 g (0.065 mol) there of were treated under reflux with a solution of 2.8 g (0.07 mol) of sodium hydroxide in 35 ml of ethanol and 25 ml of water. After one hour's refluxing, the alcohol was evaporated in vacuo. The residue was taken up in 150 ml of water. The mixture was twice extracted with 75 ml of chloroform and the aqueous phase was evaporated in vacuo. The sodium salt was then dissolved in 150 ml of chloroform, the solution was dried over sodium sulfate and the product precipitated with anhydrous ether. The salt was filtered off, washed with ether and dried at 50°C. 13 g of sodium 7-[8-chloro-10-dioxo-11-methyldibenzo[c,f]thiazepin-(1,2)-aminoheptanoate,melting with decomposition at about 180°C, were obtained.
Therapeutic FunctionAntidepressant

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