Tianeptine

Base Information

• Chemical Name: Tianeptine
• CAS No.: 66981-73-5
• Molecular Formula: C₂₁H₂₅ClN₂O₄S
• Molecular Weight: 436.96
• Mol file: 66981-73-5.mol

Synonyms:Heptanoicacid, 7-[(3-chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-yl)amino]-,S,S-dioxide, (?à)-;Dibenzo[c,f][1,2]thiazepine, heptanoic acid deriv.;Coaxil;Tianeptine acid;

Chemical Property of Tianeptine

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.08E-15mmHg at 25°C
• Melting Point: 129-131 °C
• Refractive Index: 1.639
• Boiling Point: 609.2 °C at 760 mmHg
• Flash Point: 322.2 °C
• PSA: 95.09000
• Density: 1.38 g/cm³
• LogP: 5.72930
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Freely soluble in water, in methanol and in methylene chloride.

Purity/Quality:

99%min ^*data from raw suppliers

Tianeptine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tianeptine is used in the treatment of reactive and neurotic depression, as well as in the treatment of anxious states. Tricyclic compound with psychostimulant, anti-ulcer and anti-emetic properties. Antidepressant
• Therapeutic Function: Antidepressant

Technology Process of Tianeptine

There total 9 articles about Tianeptine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

ethyl 7-((3-chloro-6-methyl-5,5-dioxido-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanoate (66981-77-9) → tianeptine (191172-75-5,169293-31-6,66981-73-5)

Guidance literature:

With sodium hydroxide; In water; for 3h; Reflux;

Reference yield:

7-(((11RS)-3-chloro-6-methyl-6,11-dihydro-dibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanenitrile S,S-dioxide (1231718-21-0) → tianeptine (191172-75-5,169293-31-6,66981-73-5)

Guidance literature:

7-(((11RS)-3-chloro-6-methyl-6,11-dihydro-dibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanenitrile S,S-dioxide; With hydrogenchloride; In water; Reflux;

With sodium hydroxide; In water; at 0 - 5 ℃; pH=~ 5.8 - 6.2;

Reference yield:

tianeptine sodium → tianeptine (191172-75-5,169293-31-6,66981-73-5)

Guidance literature:

With hydrogenchloride; In water; pH=5.5;

upstream raw materials:

7-(((11RS)-3-chloro-6-methyl-6,11-dihydro-dibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanenitrile S,S-dioxide

8-chloro-10,10-dioxo-11-methyl-5,11-dihydrodibenzo<1,2>thiazepin-5-one

7-aminoheptanoic acid ethyl ester

ethyl 7-((3-chloro-6-methyl-5,5-dioxido-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanoate

Downstream raw materials:

ethyl 7-((3-chloro-6-methyl-5,5-dioxido-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanoate

7-[(3-chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-yl)amino]heptanoic acid S,S-dioxide tosylate

Refernces

• 1、 -. "A process for preparing 3,11-Dichloro-6-methyl -6,11-dihydrodibenzo[c,f][1,2]thiazepine 5,5-dioxide". Paragraph 0043-0046. . Retrieved 2020/10/05.
• 2、 -. "POLYMORPHS OF 7-[(3-CHLORO-6,11-DIHYDRO-6-METHYLDIBENZO[C,F][1,2]THIAZEPIN-11-YL)AMINO]HEPTANOIC ACID S,S DIOXIDE AND METHODS OF MAKING AND USING THE SAME". Page/Page column 6. . Retrieved 2008/12/08.