Details
| Stereochemistry | UNKNOWN |
| Molecular Formula | C21H25ClN2O4S |
| Molecular Weight | 436.952 |
| Optical Activity | ( - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C2=C(C=CC=C2)C(NCCCCCCC(O)=O)C3=CC=C(Cl)C=C3S1(=O)=O
InChI
InChIKey=JICJBGPOMZQUBB-UHFFFAOYSA-N
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)
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 |
|---|---|---|
| Tianeptine: a review of its use in depressive disorders. | 2001 |
|
| Effects of tianeptine and mianserin on car driving skills. | 2001 Apr |
|
| Tianeptine and its enantiomers: effects on spatial memory in rats with medial septum lesions. | 2001 Aug |
|
| Chronic treatment with the atypical antidepressant tianeptine attenuates sickness behavior induced by peripheral but not central lipopolysaccharide and interleukin-1beta in the rat. | 2001 Feb |
|
| Effect of repeated treatment with tianeptine and fluoxetine on the central alpha(1)-adrenergic system. | 2001 Sep |
|
| Mss4 gene is up-regulated in rat brain after chronic treatment with antidepressant and down-regulated when rats are anhedonic. | 2002 Dec |
|
| Effect of repeated treatment with tianeptine and fluoxetine on central dopamine D(2) /D(3) receptors. | 2002 Mar |
|
| Effect of tianeptine and fluoxetine on the levels of Met-enkephalin and mRNA encoding proenkephalin in the rat. | 2002 Mar |
|
| Effect of antidepressant drugs on the human corticotropin-releasing-hormone gene promoter activity in neuro-2A cells. | 2002 Nov-Dec |
|
| [The comparison of tianeptine and carbamazepine in benzodiazepines withdrawal symptoms]. | 2002 Nov-Dec |
|
| Enhancement of stress-induced pituitary hormone release and cardiovascular activation by antidepressant treatment in healthy men. | 2002 Sep |
|
| [Clinical efficacy and tolerability of tianeptine in treatment of depression (Russian open multicenter trial)]. | 2003 |
|
| [Therapy of affective disorders with tianeptine in patients with essential hypertension]. | 2003 |
|
| Psychopharmacological effects of tianeptine analogous hetero[2,1] benzothiazepine derivatives. | 2003 |
|
| Treatment of major depression and anxiety with the selective serotonin re-uptake enhancer tianeptine in the outpatient psychiatric care setting of India. | 2003 Feb |
|
| State markers of depression in sleep EEG: dependency on drug and gender in patients treated with tianeptine or paroxetine. | 2003 Feb |
|
| Neuropharmacological study of hetero[2,1]benzothiazepine derivatives analogues of tianeptine. | 2003 Jan |
|
| Tianeptine may be a useful adjunct in the treatment of alcohol dependence of adolescents. | 2003 Jan |
|
| Chronic treatment with the antidepressant tianeptine attenuates lipopolysaccharide-induced Fos expression in the rat paraventricular nucleus and HPA axis activation. | 2003 Jan |
|
| Local, but not systemic, administration of serotonergic antidepressants decreases hippocampal nitric oxide synthase activity. | 2003 Jan 3 |
|
| Effect of antidepressants on the phospholipase A2 activity in plasma membranes of the rat brain cortex. | 2003 Jan-Feb |
|
| [Therapy resistant major depression: improvement of symptomatology after combining antidepressants with Tianeptine (Stablon)]. | 2003 May |
|
| Neuroprotective properties of tianeptine: interactions with cytokines. | 2003 May |
|
| Thyroid hormones in the rat amygdala as common targets for antidepressant drugs, mood stabilizers, and sleep deprivation. | 2003 Nov 15 |
|
| Prenatal stress in rats predicts immobility behavior in the forced swim test. Effects of a chronic treatment with tianeptine. | 2003 Nov 7 |
|
| [Coaxil efficacy in depression in patients with chronic cerebral ischemia]. | 2004 |
|
| Tianeptine as a slightly effective therapeutic option for attention-deficit hyperactivity disorder. | 2004 |
|
| Trends in the development of new antidepressants. Is there a light at the end of the tunnel? | 2004 Apr |
|
| Antidepressant treatment with tianeptine reduces apoptosis in the hippocampal dentate gyrus and temporal cortex. | 2004 Apr 15 |
|
| The effects of tianeptine or paroxetine on 35% CO2 provoked panic in panic disorder. | 2004 Dec |
|
| From restoration of neuroplasticity to the treatment of depression: clinical experience. | 2004 Dec |
|
| 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 |
|
| Reboxetine: a norepinephrine selective reuptake pump inhibitor. | 2004 Jan |
|
| [Detection of new antidepressive agents using thin-layer chromatography]. | 2004 Jan |
|
| Untreated depression and hippocampal volume loss. | 2004 Jul |
|
| [Extrapyramidal syndrome worsened by tianeptine]. | 2004 Jul-Aug |
|
| The selective serotonin reuptake inhibitor citalopram increases fear after acute treatment but reduces fear with chronic treatment: a comparison with tianeptine. | 2004 Jun 15 |
|
| Refractory pain-depression syndrome treated with tianeptine: a case report. | 2004 Mar |
|
| Antidepressants in chronic unpredictable mild stress (CUMS)-induced deficit of fighting behavior. | 2004 May-Jun |
|
| Tianeptine: a facilitator of the reuptake of serotonin and norepinephrine as an antidepressant? | 2004 Sep |
|
| [Depression in patients with chronic dermatoses and its treatment with coaxil]. | 2005 |
|
| [Depressive disorders in general medical practice in KOMPAS study: outlook of a cardiologist]. | 2005 |
|
| [Coaxil treatment of primary headaches comorbid with depression]. | 2005 |
|
| Treatment of depression with the serotonin reuptake enhancer tianeptine in the primary care setting of India. | 2005 Feb |
|
| [Synaptic plasticity and neuropathology: new approaches in drug discovery]. | 2005 Jan |
|
| Neurobiology of mood, anxiety, and emotions as revealed by studies of a unique antidepressant: tianeptine. | 2005 Jun |
|
| Social stress in tree shrews as an animal model of depression: an example of a behavioral model of a CNS disorder. | 2005 Mar |
|
| [Attention deficit hyperactivity: tianeptine open trial]. | 2005 Oct |
|
| 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.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
XV6773012I
Created by
admin on Sat Dec 16 10:25:43 GMT 2023 , Edited by admin on Sat Dec 16 10:25:43 GMT 2023
|
PRIMARY | |||
|
191172-75-5
Created by
admin on Sat Dec 16 10:25:43 GMT 2023 , Edited by admin on Sat Dec 16 10:25:43 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
