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tianeptine

Tianeptine

CAS: 66981-73-5

Molecular Formula: C21H25ClN2O4S

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tianeptine - Names and Identifiers

Name Tianeptine
Synonyms COAXIL
250-059-3
Tianeptine
TIANEPTINE
Brn 1232295
Tianeptineacid
30123-17-2 (Mono-hydrochloride salt)
7-[(3-chloro-6-methyl-5,5-dioxido-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino]heptanoic acid
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
heptanoic acid, 7-[(3-chloro-6,11-dihydro-6-methyl-5,5-dioxidodibenzo[c,f][1,2]thiazepin-11-yl)amino]-
CAS 66981-73-5
EINECS 614-004-0
InChI InChI=1/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)

tianeptine - Physico-chemical Properties

Molecular FormulaC21H25ClN2O4S
Molar Mass436.95
Density1.38g/cm3
Melting Point129-131°C
Boling Point609.2°C at 760 mmHg
Flash Point322.2°C
Solubility Soluble in DMSO
Vapor Presure1.08E-15mmHg at 25°C
AppearanceWhite solid
ColorWhite to Off-White
Storage ConditionHygroscopic, -20°C Freezer, Under inert atmosphere
Refractive Index1.639
MDLMFCD00865376
Physical and Chemical PropertiesTianeptine Sodium: C21H24ClN2NaO4S. [30123-17-2]. Solid, melting point 180 °c.

tianeptine - Risk and Safety

UN IDs3249
Hazard Class6.1(b)
Packing GroupIII

tianeptine - Reference Information

Overview tianeputine, also known as stablon. Its chemical structure belongs to tricyclic antidepressants. Its mechanism of action is a drug, 5-HT reuptake agonist, which acts exactly as opposed to a selective 5-HT reuptake inhibitor.
pharmacological action tianeptine is a tricyclic antidepressant. It acts as an antidepressant by acting on the serotonin system. In animal experiments, it can increase the spontaneous activity of pyramidal cells in the hippocampus and accelerate the recovery of their function after inhibition; it can increase the reuptake of serotonin by neurons in the cerebral cortex and hippocampus.
pharmacokinetic characteristics studies suggest that the product is rapidly and completely absorbed in the gastrointestinal tract, with a protein binding rate of about 94%, drug metabolism through the liver, the elimination half-life (partial) about 2.5 hours, its metabolites mainly through renal excretion, the prototype drug accounted for only 8%. Older than 70 years of age and long-term medication in elderly patients, the product of gas two increased about 1 hours. Studies have shown that in patients with chronic alcoholism, even when alcoholism causes cirrhosis, the pharmacokinetic parameters do not change. In patients with renal insufficiency, t1/2 increases by about 1 hour.
Use mainly acts on 5-HT system, without excitation, sedation, anti-acetylcholine and cardiac toxicity. For depression.
production method 27.6g(0.16 mo1) of freshly distilled ethyl 7-aminoheptanoate dissolved in 40ml of nitromethane, this solution was added to 26.2g(0.08 mo1) of 5, 8-dichloro-10-dioxo-11-methyl dibenzo [c,f] the thiazepines were suspended in 120ml of a solution of nitromethane and heated at 55 °c for 30min. The residue was concentrated in vacuo and dissolved in water. Extraction with diethyl ether and concentration of the extract to dryness gave 36g of crude ester. 30g(0.065 mol) of the crude ester and 0.07g (MOL) of sodium hydroxide were refluxed for 1H in 75ml of ethanol and 25ml of water. Ethanol was distilled off under reduced pressure, and the remaining solution was dissolved in 150ml of water. The aqueous solution was extracted twice with 75ml of chloroform, and then water was distilled off under reduced pressure. The sodium salt was dissolved in 150ml of human chloroform, dried over anhydrous sodium sulfate, and then anhydrous ether was added to precipitate the product. Collected by filtration, washed with diethyl ether and dried at 50 °c to give 13g of tianeptine sodium, m. P. 180 °c (decomposition).
Last Update：2024-04-10 22:29:15
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