Tianeptine
Tianeptine Basic information
- Product Name:
- Tianeptine
- Synonyms:
-
- (±)-7-[(3-chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-yl)amino]heptanoic acid S,S-dioxide
- (1)-7-((3-Chloro-6,11-dihydro-6-methyldibenzo(C,F)(1,2)thiazepin-11-yl)amino)heptanoic acid S,S-dioxide
- Einecs 276-851-9
- 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-methyl-5,5-dioxidodibenzo[c,f][1,2]thiazepin-11-yl)amino]heptanoic acid
- Tianeptin
- JNJ-39823277
- TPI-1062
- CAS:
- 72797-41-2
- MF:
- C21H25ClN2O4S
- MW:
- 436.95
- EINECS:
- 276-851-9
- Product Categories:
-
- Amines
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Sulfur & Selenium Compounds
- Mol File:
- 72797-41-2.mol
Tianeptine Chemical Properties
- Melting point:
- 129-131?C
- Boiling point:
- 609.2±65.0 °C(Predicted)
- Density
- 1.38±0.1 g/cm3(Predicted)
- vapor pressure
- 0.001Pa at 25℃
- storage temp.
- Refrigerator, Under Inert Atmosphere
- pka
- 4.75±0.10(Predicted)
- form
- solid
- InChIKey
- JICJBGPOMZQUBB-UHFFFAOYSA-N
- SMILES
- C(O)(=O)CCCCCCNC1C2=CC=C(Cl)C=C2S(=O)(=O)N(C)C2=CC=CC=C21
- LogP
- 2.162 at 25℃ and pH6
Tianeptine Usage And Synthesis
Chemical Properties
White Solid
Uses
Tricyclic compound with psychostimulant, anti-ulcer and anti-emetic properties. It is used mainly in the treatment of major depressive disorder and may also be used to treat anxiety, asthma, and irritable bowel syndrome. It has been found to act as an atypical agonist of the μ-opioid receptor with clinically negligible effects on the δ- and κ-opioid receptors. Tianeptine prevents chronic stress-induced morphological changes in the hippocampus and amygdala and blocks the effects of acute stress on synaptic plasticity in the hippocampus and PFC.
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.
brand name
Stablon, Tatinol, and Coaxil among others
Mechanism of action
Current research suggests that tianeptine produces its antidepressant effects through the modulation of glutamate receptor activity (for example, AMPA receptors and NMDA receptors) and affect the release of brain-derived neurotrophic factor (BDNF), which impacts neural plasticity.
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