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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

T1692-VAR:
T1692-5MG:
T1692-25MG:
T1692-BULK:

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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Gerardo G Piroli et al.
Experimental neurology, 241, 184-193 (2012-12-25)
Stress is a common environmental factor associated with depressive illness and the amygdala is thought to be integral for this association. For example, repeated stress impairs amygdalar neuroplasticity in rodents and these defects parallel amygdalar deficits in depressive illness patients.
Katarzyna Socała et al.
Progress in neuro-psychopharmacology & biological psychiatry, 38(2), 121-126 (2012-03-13)
Sildenafil, a selective phosphodiesterase type 5 inhibitor, has recently been reported to abolish anti-immobility action of antidepressant drugs, i.e., bupropion, venlafaxine and S-citalopram, in the forced swim test in mice. The present study was designed to investigate the influence of
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.
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)
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
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