Tianeptine (free base)

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MedKoo CAT#: 413219

CAS#: 72797-41-2 (free base)

Description: Tianeptine (free base) sold under the brand names Stablon and Coaxil among others, is an atypical antidepressant which is used mainly in the treatment of major depressive disorder, although it may also be used to treat anxiety, asthma, and irritable bowel syndrome.

Chemical Structure

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Tianeptine (free base)
CAS# 72797-41-2 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 413219
Name: Tianeptine (free base)
CAS#: 72797-41-2 (free base)
Chemical Formula: C21H25ClN2O4S
Exact Mass: 436.12
Molecular Weight: 436.950
Elemental Analysis: C, 57.73; H, 5.77; Cl, 8.11; N, 6.41; O, 14.65; S, 7.34

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 72797-41-2 (free base)   30123-17-2 (sodium)  

Synonym: Tianeptine (free base); Stablon; Coaxil

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

InChi Key: JICJBGPOMZQUBB-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: CN1c2c(C(c3c(S1(=O)=O)cc(Cl)cc3)NCCCCCCC(O)=O)cccc2

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 436.95 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: Alamo C, García-Garcia P, Lopez-Muñoz F, Zaragozá C. Tianeptine, an atypical pharmacological approach to depression. Rev Psiquiatr Salud Ment. 2019 Jul- Sep;12(3):170-186. English, Spanish. doi: 10.1016/j.rpsm.2018.09.002. Epub 2019 Jan 3. PMID: 30612921.

2: Springer J, Cubała WJ. Tianeptine Abuse and Dependence in Psychiatric Patients: A Review of 18 Case Reports in the Literature. J Psychoactive Drugs. 2018 Jul-Aug;50(3):275-280. doi: 10.1080/02791072.2018.1438687. Epub 2018 Mar 1. PMID: 29494783.

3: Gun E, Erkoseoglu I, Kadioglu M, Cavusoglu I, Kalyoncu NI, Yaris E. The Outcomes of Tianeptine in Pregnancy. Reprod Toxicol. 2020 Oct;97:16-17. doi: 10.1016/j.reprotox.2020.04.060. PMID: 33353689.

4: Ślusarczyk J, Trojan E, Głombik K, Piotrowska A, Budziszewska B, Kubera M, Popiołek-Barczyk K, Lasoń W, Mika J, Basta-Kaim A. Targeting the NLRP3 Inflammasome-Related Pathways via Tianeptine Treatment-Suppressed Microglia Polarization to the M1 Phenotype in Lipopolysaccharide-Stimulated Cultures. Int J Mol Sci. 2018 Jul 5;19(7):1965. doi: 10.3390/ijms19071965. PMID: 29976873; PMCID: PMC6073715.

5: Lauhan R, Hsu A, Alam A, Beizai K. Tianeptine Abuse and Dependence: Case Report and Literature Review. Psychosomatics. 2018 Nov;59(6):547-553. doi: 10.1016/j.psym.2018.07.006. Epub 2018 Jul 19. PMID: 30149933.

6: Kauer-Sant'Anna M, Frey BN, Fijtman A, Loredo-Souza AC, Dargél AA, Pfaffenseller B, Wollenhaupt-Aguiar B, Gazalle FK, Colpo GD, Passos IC, Bücker J, Walz JC, Jansen K, Ceresér KM, Bürke Bridi KP, Dos Santos Sória L, Kunz M, Pinho M, Kapczinski NS, Goi PD, Magalhães PV, Reckziegel R, Burque RK, de Azevedo Cardoso T, Kapczinski F. Adjunctive tianeptine treatment for bipolar disorder: A 24-week randomized, placebo-controlled, maintenance trial. J Psychopharmacol. 2019 Apr;33(4):502-510. doi: 10.1177/0269881119826602. Epub 2019 Mar 5. PMID: 30835152.

7: Wagstaff AJ, Ormrod D, Spencer CM. Tianeptine: a review of its use in depressive disorders. CNS Drugs. 2001;15(3):231-59. doi: 10.2165/00023210-200115030-00006. PMID: 11463130.

8: Trowbridge P, Walley AY. Use of Buprenorphine-Naloxone in the Treatment of Tianeptine Use Disorder. J Addict Med. 2019 Jul/Aug;13(4):331-333. doi: 10.1097/ADM.0000000000000490. PMID: 30550394.

9: Lee H, Kim HK, Kwon JT, Kim YO, Seo J, Lee S, Cho IH, Kim HJ. Effects of Tianeptine on Adult Rats Following Prenatal Stress. Clin Psychopharmacol Neurosci. 2018 May 31;16(2):197-208. doi: 10.9758/cpn.2018.16.2.197. PMID: 29739134; PMCID: PMC5953020.

10: Uzbay TI. Tianeptine: potential influences on neuroplasticity and novel pharmacological effects. Prog Neuropsychopharmacol Biol Psychiatry. 2008 May 15;32(4):915-24. doi: 10.1016/j.pnpbp.2007.08.007. Epub 2007 Aug 16. PMID: 17826881.