Tianeptine sodiumProduct ingredient for Tianeptine
- Name
- Tianeptine sodium
- Drug Entry
- Tianeptine
Tianeptine is a drug used primarily in the treatment of major depressive disorder and has been studied in the treatment of irritable bowel syndrome (IBS) 3. Structurally, it is classified as a tricyclic antidepressant (TCA), however, it possesses different pharmacological properties than typical tricyclic antidepressants 1.
Tianeptine was discovered and patented by The French Society of Medical Research in the 1960s 29. Currently, tianeptine is approved in France and manufactured and marketed by Laboratories Servier SA; it is also marketed in several other European countries under the trade name “Coaxil” as well as in Asia (including Singapore) and Latin America as “Stablon” and “Tatinol” but it is not available in Australia, Canada, New Zealand, the U.K. or the U.S.
- Accession Number
- DBSALT001784
- Structure
Structure for Tianeptine sodium (DBSALT001784)
- Synonyms
- Tianeptine sodium salt
- UNII
- YG0E19592I
- CAS Number
- 30123-17-2
- Weight
- Average: 458.93
Monoisotopic: 458.1043004 - Chemical Formula
- C21H24ClN2NaO4S
- InChI Key
- ZLBSUOGMZDXYKE-UHFFFAOYSA-M
- InChI
- InChI=1S/C21H25ClN2O4S.Na/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);/q;+1/p-1
- IUPAC Name
- sodium 7-({6-chloro-10-methyl-9,9-dioxo-9λ⁶-thia-10-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl}amino)heptanoate
- SMILES
- [Na+].CN1C2=CC=CC=C2C(NCCCCCCC([O-])=O)C2=C(C=C(Cl)C=C2)S1(=O)=O
- External Links
- ChemSpider
- 4955382
- BindingDB
- 50103632
- ChEMBL
- CHEMBL2361572
- Wikipedia
- Tianeptine
- Predicted Properties
Property Value Source Water Solubility 0.00245 mg/mL ALOGPS logP 3.73 ALOGPS logP 1.54 Chemaxon logS -5.3 ALOGPS pKa (Strongest Acidic) 4.22 Chemaxon pKa (Strongest Basic) 7.81 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 89.54 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 124.24 m3·mol-1 Chemaxon Polarizability 45.25 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon