Tianeptine Properties, Molecular Formula, Applications - WorldOfChemicals

Tianeptine Properties


Molecule 3D Structure Image
Molecule Structure Image



Tianeptine is a drug used for treating major depressive episodes. It has structural similarities to the tricyclic antidepressants, but it has different pharmacological properties. Until recently, it has been assumed that tianeptine is a selective serotonin reuptake enhancer, opposite to the action of SSRIs. However, newer studies question this hypothesis; one review suggests that long-term administration of tianeptine has no effect on serotonin pathways, while another still points to the cancellative effects of tianeptine and fluoxetine coadministration on serotonin reuptake. Tianeptine enhances the extracellular concentration of dopamine in the nucleus accumbens and modulates the D2 and D3 dopamine receptors, but this effect is modest and almost certainly indirect. There is also action on the NMDA and AMPA receptors. Recent reviews point to this pathway as a hypothesized mechanism of action, based on tianeptine's effect of promoting stress-associated impaired neuroplasticity.

Chemical Properties

Appearance White solid
Brand Name Stablon;Coaxil;Tatinol
CAS Number 66981-73-5
Density 1.38 g/cm3
IUPAC Name (RS)-7-(3-Chloro-6-methyl-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-ylamino)heptanoic acid S,S-dioxide
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)
Melting Point 129-131°C
Molar Mass 436.953 g/mol
Molecular Formula C21H25ClN2O4S
Synonyms Heptanoic acid,7-[(3-chloro-6,11-dihydro-6-methyl-5,5-dioxidodibenzo[c,f][1,2]thiazepin-11-yl)amino]-;Tianeptine;Tianeptine Acid
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