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T1692

Sigma-Aldrich

Tianeptine sodium salt hydrate

≥98% (HPLC), powder

Synonym(s):

7-[(3-Chloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepine-11-yl)amino]heptanoic acid S,S dioxide sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C21H24ClN2NaO4S · xH2O
CAS Number:
30123-17-2
Molecular Weight:
458.93 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24899985
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥20 mg/mL

originator

Servier

storage temp.

room temp

SMILES string

O.[Na+].CN1c2ccccc2C(NCCCCCCC([O-])=O)c3ccc(Cl)cc3S1(=O)=O

InChI

1S/C21H25ClN2O4S.Na.H2O/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);;1H2/q;+1;/p-1

InChI key

HNTRDGDHBBFLPG-UHFFFAOYSA-M

General description

Tianeptine is a μ-opioid receptor (MOR) as well as a δ-opioid receptor (DOR) agonist.

Application

Tianeptine sodium salt hydrate has been used as a selective serotonin reuptake enhancer (SSRE) positive control during serotonin transporter (SERT) assay in human embryonic kidney 293 cell lines.

Biochem/physiol Actions

Tianeptine is a tricyclic antidepressant that enhances serotonin uptake. This drug can affect neuroprotection, neuronal excitability, memory and anxiety. However, tianeptine is not linked to adverse psychomotor, cognitive, cardiovascular, sleep and bodyweight effects. The drug has a low tendency for abuse and has a positive pharmacokinetic profile.
Tianeptine is least involved in drug interaction as it is not metabolized by cytochrome P450 system in the liver. In hippocampus and amygdala, tianeptine is involved in glutamatergic transmission processes and elicits neuroplasticity.

Features and Benefits

This compound was developed by Servier. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Tianeptine sodium salt hydrate is soluble in DMSO at a concentration that is greater than or equal to 20 mg/ml.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C D Conrad et al.
Behavioral neuroscience, 110(6), 1321-1334 (1996-12-01)
Chronic restraint stress causes significant dendritic atrophy of CA3 pyramidal neurons that reverts to baseline within a week. Therefore, the authors assessed the functional consequences of this atrophy quickly (within hours) using the Y maze. Experiments 1-3 demonstrated that rats
Zorana Oreščanin-Dušić et al.
Acta physiologica Hungarica, 99(2), 140-147 (2012-08-02)
Tianeptine is a novel anti-depressant with an efficacy equivalent to that of classical anti-depressants. Additional beneficial effects include neuroprotection, anti-stress and anti-ulcer properties whose molecular mechanisms are still not completely understood but may involve changes in the anti-oxidant defence system.
N M Maksimova et al.
Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova, 112(11 Pt 2), 41-47 (2012-12-22)
Peculiarities of the dynamics of anxious depression under the treatment with selective serotonergic antidepressants with different mechanisms of action on the serotonin reuptake were investigated. It was examined 61 patients with anxious depression (ICD-10 F32.1, F33.1, F34.1) treated with zoloft
Metabolic and Behavioral Effects of Serotonergic Antidepressants in Rats Exposed to Swim Endurance Stress.
Gitay, M., and Bano, S.
Journal of Basic & Applied Sciences, 9, 269-275 (2013)
E Venzala et al.
Psychopharmacology, 224(2), 313-325 (2012-06-19)
Chronic social defeat stress (CSDS) has been proposed as a model of depression. However, most CSDS studies rely only on the analysis of stress-induced social avoidance. Moreover, the predictive validity of the model has been poorly analyzed, let alone its
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