MedKoo Cat#: 413219 | Name: Tianeptine (free base)

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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

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

Theoretical Analysis

MedKoo Cat#: 413219

Name: Tianeptine (free base)

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

Chemical Formula: C21H25ClN2O4S

Exact Mass: 436.1224

Molecular Weight: 436.95

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 currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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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

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
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.