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T1692

Sigma-Aldrich

Tianeptine sodium salt hydrate

≥98% (HPLC), powder

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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
Empirical Formula (Hill Notation):
C21H24ClN2NaO4S · xH2O
CAS Number:
Molecular Weight:
458.93 (anhydrous basis)
PubChem Substance ID:
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

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T1692

Tianeptine sodium salt hydrate

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Tolmetin sodium dihydrate

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M7571

MK-571 sodium salt hydrate

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PHPS1 sodium salt hydrate

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

storage temp.

room temp

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

-

storage condition

desiccated

storage condition

desiccated

color

white to tan

color

white to beige

color

white to beige

color

red

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)


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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
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)
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
W Sohn et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 24(9), 860-e398-860-e398 (2012-06-12)
Tricyclic antidepressants have good efficacy in irritable bowel syndrome with diarrhea (IBS-D), but their clinical use is limited by considerations of tolerability. Tianeptine, another antidepressant, acts as a selective serotonin reuptake enhancer. We compared tianeptine with amitriptyline for the treatment

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