Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Nervous system drugs >  Tianeptine

Tianeptine

Basic information Safety Supplier Related

Tianeptine Basic information

Product Name:
Tianeptine
Synonyms:
  • 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
  • Heptanoic acid, 7-((3-chloro-6,11-dihydro-6-methyldibenzo(E,F)(1,2)thiazapin-11-yl)amino)-, S,S-dioxide
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
More
Less

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
InChI
InChI=1S/C21H25ClN2O4S/c1-24-18-9-6-5-8-16(18)21(23-13-7-3-2-4-10-20(25)26)17-12-11-15(22)14-19(17)29(24,27)28/h5-6,8-9,11-12,14,21,23H,2-4,7,10,13H2,1H3,(H,25,26)
InChIKey
JICJBGPOMZQUBB-UHFFFAOYSA-N
SMILES
C(O)(=O)CCCCCCNC1C2=CC=C(Cl)C=C2S(=O)(=O)N(C)C2=CC=CC=C21
CAS DataBase Reference
66981-73-5(CAS DataBase Reference)
More
Less

Safety Information

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
More
Less

Tianeptine Usage And Synthesis

Description

Tianeptine, a tricyclic compound, is a selective facilitator of 5-HT (serotonin; sc-201146) uptake in vitro and in vivo. Additionally, Tianeptine is reported to act as a selective inhibitor of dopamine uptake and is similar to amineptine. Tianeptine does not have a noted effect on monoamine uptake.

Chemical Properties

White Solid

Originator

Stablon,Servier,France,1983

Uses

Tianeptine is used in the treatment of reactive and neurotic depression, as well as in the treatment of anxious states.

Uses

Tricyclic compound with psychostimulant, anti-ulcer and anti-emetic properties. Antidepressant

Definition

ChEBI: Tianeptine is a racemate comprising of equimolar amounts of (R)- and (S)-tianeptine. It is an atypical antidepressant used in Europe to treat patients who respond poorly to selective serotonin reuptake inhibitors (SSRIs). It has a role as a mu-opioid receptor agonist, a second generation antipsychotic and an anxiolytic drug. It contains a (R)-tianeptine and a (S)-tianeptine.

Manufacturing Process

A 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 Function

Antidepressant

Tianeptine Preparation Products And Raw materials

Raw materials

TianeptineSupplier

Jinan Jianfeng Chemical Co., Ltd. Gold
Tel
0531-88110457 15562555968
Email
info@pharmachemm.com
Shandong RuiYue Biotechnology Co., Ltd. Gold
Tel
0531-88581623 18805314509
Email
1456922171@126.com
Jiangsu raspberry International Trade Co., Ltd. Gold
Tel
18507340638
Email
2335663646@qq.com
Jinan chenghui-shuangda chemical co.,ltd. Gold
Tel
13256107535
Email
mahaiyan1123@126.com
Shandong kelikang drug co., ltd Gold
Tel
0531-88113608
Email
kelikangpharm@163.com