ChemicalBook > CAS DataBase List > Tianeptine

Tianeptine

Product Name
Tianeptine
CAS No.
66981-73-5
Chemical Name
Tianeptine
Synonyms
Tianeptine hemisulfate monohydrate;Tianeptineacid;Tianeptine powder;COAXIL;Tinepin;Tianepine;Tineptine;Tianeptina;Tianeotine;Brn 1232295
CBNumber
CB3217470
Molecular Formula
C21H25ClN2O4S
Formula Weight
436.95
MOL File
66981-73-5.mol
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Tianeptine Property

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)
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Safety

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ApexBio Technology
Product number
A3873
Product name
Tianeptine
Packaging
5mg
Price
$92
Updated
2021/12/16
ApexBio Technology
Product number
A3873
Product name
Tianeptine
Packaging
50mg
Price
$430
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
13823
Product name
Tianeptine
Packaging
10mg
Price
$875
Updated
2021/12/16
AccelPharmtech
Product number
AT4400
Product name
Tianeptine
Purity
99.00%
Packaging
1KG
Price
$4050
Updated
2021/12/16
AccelPharmtech
Product number
AT4400
Product name
Tianeptine
Purity
99.00%
Packaging
10KG
Price
$36800
Updated
2021/12/16
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Tianeptine Chemical Properties,Usage,Production

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

Biological Activity

Tianeptine was identified as an efficacious MOR full agonist, binding to the human MOR with a Ki of 383 ± 183 nM. Tianeptine was also found to act as a full agonist at the DOR, although it had much lower potency and was inactive at the KOR. The MOR was required for the acute and chronic antidepressant-like effects of tianeptine in mice. Although tianeptine also produced behavioural effects, including analgesia and reward, its effects were distinct from morphine in that it did not produce tolerance or withdrawal.

Tianeptine Preparation Products And Raw materials

Raw materials

Preparation Products

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Tianeptine Suppliers

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View Lastest Price from Tianeptine manufacturers

Dorne Chemical Technology co. LTD
Product
Tianeptine 66981-73-5
Price
US $1.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1g
Release date
2024-03-26
CONTIDE BIOTECH CO.,LTD
Product
Tianeptine 66981-73-5
Price
US $0.00/G
Min. Order
1G
Purity
99%
Supply Ability
20
Release date
2024-04-11
Guangdong Junhua Chemical Co., Ltd
Product
Tineptine 66981-73-5
Price
US $160.00-130.00/g
Min. Order
10g
Purity
99%pure
Supply Ability
1000kg
Release date
2024-12-12

66981-73-5, TianeptineRelated Search:


  • 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
  • Tianeptina
  • Tianeptina [inn-spanish]
  • Tianeptinum
  • Tianeptine-d4
  • Tianeotine
  • Heptanoic acid,7-[(3-chloro-6,11-dihydro-6-Methyl-5,5-dioxidodibenzo[c,f][1,2]thiazepin-11-yl)aMino]-
  • Tianeptine 7-[(3-Chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-yl)-amino]heptanoic acid S,S-dioxide
  • Tianeptine hemisulfate monohydrate
  • 7-[(3-chloro-6-methyl-5,5-dioxo-11H-benzo[c][2,1]benzothiazepin-11-yl)amino]heptanoic acid
  • Thiempirtine
  • Sodium Tianeptine for system suitability CRS
  • Raw Material Tianeptine Acid
  • Tianeptine crystal
  • Tianeptine(INN)
  • Tianeptine USP/EP/BP
  • tianeptine sodium tianeptine sulfate Tianeptine acid
  • Tianeptine powder
  • Tianepine
  • Tianeptine,Tianeptine Ethyl Ester
  • α-Iodo-4-methylpropiophenone
  • Thioneptine
  • Tianeptine sulphate
  • Tinepin
  • Tianeptine in Methanol
  • Tineptine
  • 66981-73-5
  • C21H25ClN2O4S
  • Intermediate
  • Tianeptine
  • API
  • Tianeptine Intermediates
  • Pharmaceuticals
  • Heterocyclic Compounds
  • Intermediates & Fine Chemicals
  • 66981-73-5