Tianeptine sodium
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Hodoodo CAT#: H326755

CAS#: 30123-17-2 (sodium)

Description: Tianeptine is a drug used primarily in the treatment of major depressive disorder, although it may also be used to treat asthma or irritable bowel syndrome. Chemically it is a tricyclic antidepressant (TCA), but it has different pharmacological properties than typical TCAs as recent research suggests that tianeptine produces its antidepressant effects through indirect alteration of glutamate receptor activity (i.e., AMPA receptors and NMDA receptors) and release of BDNF, in turn affecting neural plasticity.

Chemical Structure

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Tianeptine sodium
CAS# 30123-17-2 (sodium)
Instruction

Theoretical Analysis

Hodoodo Cat#: H326755
Name: Tianeptine sodium
CAS#: 30123-17-2 (sodium)
Chemical Formula: C21H24ClN2NaO4S
Exact Mass: 436.12
Molecular Weight: 458.933
Elemental Analysis: C, 54.96; H, 5.27; Cl, 7.72; N, 6.10; Na, 5.01; O, 13.94; S, 6.99

Price and Availability

Size Price Availability Quantity
100mg USD 250
200mg USD 450
500mg USD 650
1g USD 950
2g USD 1650
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Related CAS #: 72797-41-2 (free base)   30123-17-2 (sodium)  

Synonym: Tianeptine; brand names Stablon, Coaxil, Tatinol, Tianeurax and Salymbra

IUPAC/Chemical Name: sodium 7-((3-chloro-6-methyl-5,5-dioxido-6,11-dihydrodibenzo[c,f][1,2]thiazepin-11-yl)amino)heptanoate

InChi Key: ZLBSUOGMZDXYKE-UHFFFAOYSA-M

InChi Code: 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

SMILES Code: O=C([O-])CCCCCCNC(C1=CC=C(Cl)C=C12)C3=CC=CC=C3N(C)S2(=O)=O.[Na+]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 458.93 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Uzbekov MG. Antidepressant action of tianeptine is connected with acceleration of serotonin turnover in the synapse: a hypothesis. Neuropsychopharmacol Hung. 2009 Jun;11(2):83-7. Review. PubMed PMID: 19827315.

2: McEwen BS, Chattarji S, Diamond DM, Jay TM, Reagan LP, Svenningsson P, Fuchs E. The neurobiological properties of tianeptine (Stablon): from monoamine hypothesis to glutamatergic modulation. Mol Psychiatry. 2010 Mar;15(3):237-49. doi: 10.1038/mp.2009.80. Epub 2009 Aug 25. Review. PubMed PMID: 19704408; PubMed Central PMCID: PMC2902200.

3: András S. ["Atypical" antidepressive mechanisms: glutamatergic modulation and neuroplasticity in case of tianeptine]. Neuropsychopharmacol Hung. 2008 Dec;10(5):305-13. Review. Hungarian. PubMed PMID: 19419016.

4: Brink CB, Harvey BH, Brand L. Tianeptine: a novel atypical antidepressant that may provide new insights into the biomolecular basis of depression. Recent Pat CNS Drug Discov. 2006 Jan;1(1):29-41. Review. PubMed PMID: 18221189.

5: Kasper S, McEwen BS. Neurobiological and clinical effects of the antidepressant tianeptine. CNS Drugs. 2008;22(1):15-26. Review. PubMed PMID: 18072812.

6: Uzbay TI. Tianeptine: potential influences on neuroplasticity and novel pharmacological effects. Prog Neuropsychopharmacol Biol Psychiatry. 2008 May 15;32(4):915-24. Epub 2007 Aug 16. Review. PubMed PMID: 17826881.

7: McEwen BS, Olié JP. Neurobiology of mood, anxiety, and emotions as revealed by studies of a unique antidepressant: tianeptine. Mol Psychiatry. 2005 Jun;10(6):525-37. Review. PubMed PMID: 15753957.

8: Lechin F, van der Dijs B, Lechin AE. Treatment of bronchial asthma with tianeptine. Methods Find Exp Clin Pharmacol. 2004 Nov;26(9):697-701. Review. PubMed PMID: 15632955.

9: McEwen BS, Chattarji S. Molecular mechanisms of neuroplasticity and pharmacological implications: the example of tianeptine. Eur Neuropsychopharmacol. 2004 Dec;14 Suppl 5:S497-502. Review. PubMed PMID: 15550348.

10: Preskorn SH. Tianeptine: a facilitator of the reuptake of serotonin and norepinephrine as an antidepressant? J Psychiatr Pract. 2004 Sep;10(5):323-30. Review. PubMed PMID: 15361747.

11: McEwen BS, Magarinos AM, Reagan LP. Structural plasticity and tianeptine: cellular and molecular targets. Eur Psychiatry. 2002 Jul;17 Suppl 3:318-30. Review. PubMed PMID: 15177088.

12: Meneses A. Tianeptine: 5-HT uptake sites and 5-HT(1-7) receptors modulate memory formation in an autoshaping Pavlovian/instrumental task. Neurosci Biobehav Rev. 2002 May;26(3):309-19. Review. PubMed PMID: 12034133.

13: Wagstaff AJ, Ormrod D, Spencer CM. Tianeptine: a review of its use in depressive disorders. CNS Drugs. 2001;15(3):231-59. Review. PubMed PMID: 11463130.

14: Drobizhev MIu, Syrkin AL, Poltavskaia MG, Pecherskaia MB, Dobrovol'skiĭ AV. [Treatment of anxiety-related depression with tianeptine (coaxil) in patients with ischemic heart disease]. Zh Nevrol Psikhiatr Im S S Korsakova. 2000;100(4):44-7. Review. Russian. PubMed PMID: 10812670.

15: Ginestet D. Efficacy of tianeptine in major depressive disorders with or without melancholia. Eur Neuropsychopharmacol. 1997 Oct;7 Suppl 3:S341-5. Review. PubMed PMID: 9405961.

16: Wilde MI, Benfield P. Tianeptine. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in depression and coexisting anxiety and depression. Drugs. 1995 Mar;49(3):411-39. Review. Erratum in: Drugs 1995 Jul;50(1):156. PubMed PMID: 7774514.

17: Labrid C, Mocaër E, Kamoun A. Neurochemical and pharmacological properties of tianeptine, a novel antidepressant. Br J Psychiatry Suppl. 1992 Feb;(15):56-60. Review. PubMed PMID: 1389023.

18: Lasnier C, Marey C, Lapeyre G, Delalleau B, Ganry H. [Cardiovascular tolerance to tianeptine]. Presse Med. 1991 Nov 14;20(37):1858-63. Review. French. PubMed PMID: 1836619.

19: Marey C, Ganry H, Delalleau B, Kamoun A. [Therapeutic effects of tianeptine in patients with depression and anxiety disorders with or without associated alcoholism]. Presse Med. 1991 Nov 14;20(37):1828-36. Review. French. PubMed PMID: 1836615.

20: Chaouloff F. [Behavioural adaptation to stress. Improvement by tianeptine]. Presse Med. 1991 Nov 14;20(37):1817-22. Review. French. PubMed PMID: 1836614.