Details
| Stereochemistry | UNKNOWN |
| Molecular Formula | C21H24ClN2O4S.Na |
| Molecular Weight | 458.934 |
| Optical Activity | ( + ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CN1C2=C(C=CC=C2)C(NCCCCCCC([O-])=O)C3=CC=C(Cl)C=C3S1(=O)=O
InChI
InChIKey=ZLBSUOGMZDXYKE-UHFFFAOYSA-M
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
| Molecular Formula | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C21H24ClN2O4S |
| Molecular Weight | 435.944 |
| Charge | -1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
TIANEPTINE, a tricyclic antidepressant, is a drug used for the treatment of the major depressive disorder. It was discovered by The French Society of Medical Research in the 1980s. Unlike other tricyclic antidepressants, TIANEPTINE is a selective serotonin reuptake enhancer with minimal effects on norepinephrine and dopamine uptake. Also, it is a full agonist at the mu-opioid and delta-opioid receptors with no effect at the kappa-opioid receptors. Selective mu-opioid agonists typically induce euphoria, which may contribute to TIANEPTINE's antidepressant effect. It is marketed as Coaxil/Stablon in many European countries, but it is not available in the US.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [The role of depressive disorders in hypertensive disease and possibilities of their correction: assessment of the effect of tianeptine]. | 2002 |
|
| [The level of 8-iso-prostaglandin F2 alpha, 4-hydroxynonenal and malondialdehyde in alcohol dependent men during combined therapy]. | 2002 |
|
| The effects of paroxetine and tianeptine on peripheral biochemical markers in major depression. | 2002 Dec |
|
| Synaptic plasticity and tianeptine: structural regulation. | 2002 Jul |
|
| [Efficacy and acceptability of tianeptine and sertraline in the acute treatment phase of depression]. | 2002 Jul-Aug |
|
| Effect of repeated treatment with tianeptine and fluoxetine on central dopamine D(2) /D(3) receptors. | 2002 Mar |
|
| Tianeptine: 5-HT uptake sites and 5-HT(1-7) receptors modulate memory formation in an autoshaping Pavlovian/instrumental task. | 2002 May |
|
| [Therapy of affective disorders with tianeptine in patients with essential hypertension]. | 2003 |
|
| Local, but not systemic, administration of serotonergic antidepressants decreases hippocampal nitric oxide synthase activity. | 2003 Jan 3 |
|
| [Misuse of tianeptine: five cases of abuse]. | 2003 Nov |
|
| Prenatal stress in rats predicts immobility behavior in the forced swim test. Effects of a chronic treatment with tianeptine. | 2003 Nov 7 |
|
| [Does addiction to antidepressants exist? About a case of one addiction to tianeptine]. | 2003 Sep-Oct |
|
| [Coaxil efficacy in depression in patients with chronic cerebral ischemia]. | 2004 |
|
| [Preventive efficacy of tianeptine in recurrent depression with frequent exacerbations]. | 2004 |
|
| [Clinical efficacy of tianeptine in patients with ischemic heart disease and comorbid depression]. | 2004 |
|
| Behavioural effects of thieno and pyrazolo [2,1] benzothiazepine derivatives in mice. | 2004 |
|
| Plasticity at hippocampal to prefrontal cortex synapses is impaired by loss of dopamine and stress: importance for psychiatric diseases. | 2004 |
|
| Trends in the development of new antidepressants. Is there a light at the end of the tunnel? | 2004 Apr |
|
| Molecular mechanisms of neuroplasticity and pharmacological implications: the example of tianeptine. | 2004 Dec |
|
| Preclinical research on stress, memory, and the brain in the development of pharmacotherapy for depression. | 2004 Dec |
|
| Alterations of neuroplasticity in depression: the hippocampus and beyond. | 2004 Dec |
|
| Reboxetine: a norepinephrine selective reuptake pump inhibitor. | 2004 Jan |
|
| Refractory pain-depression syndrome treated with tianeptine: a case report. | 2004 Mar |
|
| Differential regulation of variant glucocorticoid receptor mRNAs in the rat hippocampus by the antidepressant fluoxetine. | 2004 Oct 22 |
|
| Tianeptine: a facilitator of the reuptake of serotonin and norepinephrine as an antidepressant? | 2004 Sep |
|
| [Comparison of two assessment tools of antidepressant side-effects: UKU scale versus spontaneous notification]. | 2004 Sep-Oct |
|
| [Depression in patients with chronic dermatoses and its treatment with coaxil]. | 2005 |
|
| Neuroendocrine predictors of the evolution of depression. | 2005 |
|
| [Depressive disorders in general medical practice in KOMPAS study: outlook of a cardiologist]. | 2005 |
|
| [Evaluation of antidepressant activity in a model of depressionlike state due to social isolation in rats]. | 2005 Jul-Aug |
|
| [Attention deficit hyperactivity: tianeptine open trial]. | 2005 Oct |
|
| Regulation of hippocampal gene expression is conserved in two species subjected to different stressors and antidepressant treatments. | 2006 Feb 1 |
|
| Tyr-95 and Ile-172 in transmembrane segments 1 and 3 of human serotonin transporters interact to establish high affinity recognition of antidepressants. | 2006 Jan 27 |
Patents
Sample Use Guides
Using radioligand binding and cell-based functional assays, including bioluminescence resonance energy transfer-based assays for G-protein activation and cAMP accumulation, tianeptine was identified as an efficacious mu-opioid receptor agonist (Ki of 383+/-183 nM and EC50 of 194+/-70 nM). Tianeptine was also a full delta-opioid receptor agonist, although with much lower potency (EC50 of 37.4+/-11.2 uM for G-protein activation). In contrast, tianeptine was inactive at the kappa-opioid receptor.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:25:44 GMT 2023
by
admin
on
Sat Dec 16 10:25:44 GMT 2023
|
| Record UNII |
7LI031265R
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
169293-32-7
Created by
admin on Sat Dec 16 10:25:44 GMT 2023 , Edited by admin on Sat Dec 16 10:25:44 GMT 2023
|
PRIMARY | |||
|
7LI031265R
Created by
admin on Sat Dec 16 10:25:44 GMT 2023 , Edited by admin on Sat Dec 16 10:25:44 GMT 2023
|
PRIMARY | |||
|
23663953
Created by
admin on Sat Dec 16 10:25:44 GMT 2023 , Edited by admin on Sat Dec 16 10:25:44 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
RACEMATE -> ENANTIOMER |
