Tandospirone

Overview

Tandospirone, sold under the brand name Sediel, is an anxiolytic and antidepressant medication used in Japan and China, where it is marketed by Dainippon Sumitomo Pharma. It is a member of the azapirone class of drugs and is closely related to other azapirones like buspirone and gepirone. WP

Tandospirone was introduced for medical use in Japan in 1996 and in China in 2004.[1][2] WP

Uses, dosage and effects

Anxiety and depression

Tandospirone is most commonly used as a treatment for anxiety and depressive disorders, such as generalised anxiety disorder and dysthymia respectively. For both indications it usually takes a couple of weeks for therapeutic effects to begin to be seen, although at higher doses more rapid anxiolytic responses have been seen. It has also been used successfully as a treatment for bruxism.[3][4][5] WP

Augmentation for depression

Tandospirone can be used as an effective augmentation, especially when coupled with fluoxetine or clomipramine.[6] WP⚠ Wikipedia itself has flagged this text: clarification needed.

Other uses

Tandospirone might been tried successfully as an adjunctive treatment for cognitive symptoms in schizophrenic individuals.[7] WP⚠ Wikipedia itself has flagged this text: clarification needed.

Risks and side effects

Side effects

Common adverse effects include:[1][3] WP

• Dizziness[1][3] WP
• Drowsiness[1][3] WP
• Insomnia[1][3] WP
• Headache[1][3] WP
• Gastrointestinal disorders[1][3] WP
• Dry mouth[1][3] WP
• Negative influence on explicit memory function[3] WP
• Nausea[1] WP

Adverse effects with unknown frequency include:[3] WP

• Hypotension (low blood pressure)[3] WP
• Dysphoria[3] WP
• Tachycardia[3] WP
• Malaise[3] WP
• Psychomotor impairment[3] WP

It is not believed to be addictive but is known to produce mild withdrawal effects (e.g., anorexia) after abrupt discontinuation.[3] WP

Pharmacology

Pharmacodynamics

Tandospirone acts as a potent and selective 5-HT1A receptor partial agonist, with a Kᵢ affinity value of 27 ± 5 nM and approximately 55 to 85% intrinsic activity. It has relatively weak affinity for the 5-HT2A (1,300 ± 200), 5-HT2C (2,600 ± 60), α₁-adrenergic (1,600 ± 80), α₂-adrenergic (1,900 ± 400), D₁ (41,000 ± 10,000), and D₂ (1,700 ± 300) receptors, and is essentially inactive at the 5-HT1B, 5-HT1D, β-adrenergic, and muscarinic acetylcholine receptors, serotonin transporter, and benzodiazepine allosteric site of the GABAA receptor (all of which are > 100,000). There is evidence of tandospirone having low but significant antagonistic activity at the α₂-adrenergic receptor through its active metabolite 1-(2-pyrimidinyl)piperazine (1-PP). Tandospirone has been found to produce antiaggressive effects in rodents. It has been found to increase oxytocin levels in rodents.[8–17] WP

History

History

Tandospirone was introduced in Japan for the treatment of anxiety disorders in 1996. It was subsequently also introduced in China in 2004.[1][2] WP

Legal status

Name

Tandospirone is also known as metanopirone and by the developmental code name SM-3997. It is marketed in Japan under the brand name Sediel.[5][18][19][20] WP

Chemistry

Formula

C21H29N5O2 PC

CAS number

87760-53-0 PC

Molar mass (g/mol)

383.5 PC

IUPAC name (computed by PubChem)

(1S,2R,6S,7R)-4-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-4-azatricyclo[5.2.1.02,6]decane-3,5-dione PC

SMILES

C1C[C@H]2C[C@@H]1[C@H]3[C@@H]2C(=O)N(C3=O)CCCCN4CCN(CC4)C5=NC=CC=N5 PC

InChIKey

CEIJFEGBUDEYSX-FZDBZEDMSA-N PC

PubChem CID

91273

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

User reports

Pop culture

No references added yet.

Sources

1. Other Levine LR, Potter WZ. Anxiolytics. 2012
2. Other Riederer P, Laux G, Nagatsu T, Le W, Riederer C. NeuroPsychopharmacotherapy. 2022
3. Journal / agency Barradell LB, Fitton A. Tandospirone. CNS Drugs. February 1996. doi:10.2165/00023210-199605020-00006
4. Journal / agency Nishitsuji K, To H, Murakami Y, Kodama K, Kobayashi D, Yamada T, Kubo C, Mine K. Tandospirone in the treatment of generalised anxiety disorder and mixed anxiety-depression: results of a comparatively high dosage trial. Clinical Drug Investigation. 2004. doi:10.2165/00044011-200424020-00007 · PMID 17516698
5. Other Martindale: The Complete Drug Reference. 23 September 2011
6. Journal / agency Huang X, Yang J, Yang S, Cao S, Qin D, Zhou Y, Li X, Ye Y, Wu J. Role of tandospirone, a 5-HT1A receptor partial agonist, in the treatment of central nervous system disorders and the underlying mechanisms. Oncotarget. November 2017. doi:10.18632/oncotarget.22170 · PMID 29254282 · PMC5731992
7. Journal / agency Sumiyoshi T, Matsui M, Nohara S, Yamashita I, Kurachi M, Sumiyoshi C, Jayathilake K, Meltzer HY. Enhancement of cognitive performance in schizophrenia by addition of tandospirone to neuroleptic treatment. The American Journal of Psychiatry. October 2001. doi:10.1176/appi.ajp.158.10.1722 · PMID 11579010
8. Journal / agency Hamik A, Oksenberg D, Fischette C, Peroutka SJ. Analysis of tandospirone (SM-3997) interactions with neurotransmitter receptor binding sites. Biological Psychiatry. July 1990. doi:10.1016/0006-3223(90)90627-E · PMID 1974152
9. Journal / agency Tanaka H, Tatsuno T, Shimizu H, Hirose A, Kumasaka Y, Nakamura M. Effects of tandospirone on second messenger systems and neurotransmitter release in the rat brain. General Pharmacology. December 1995. doi:10.1016/0306-3623(95)00077-1 · PMID 8745167
10. Journal / agency Yabuuchi K, Tagashira R, Ohno Y. Effects of tandospirone, a novel anxiolytic agent, on human 5-HT1A receptors expressed in Chinese hamster ovary cells (CHO cells). Biogenic Amines. 2004. doi:10.1163/1569391041501933
11. Journal / agency Blier P, Curet O, Chaput Y, de Montigny C. Tandospirone and its metabolite, 1-(2-pyrimidinyl)-piperazine--II. Effects of acute administration of 1-PP and long-term administration of tandospirone on noradrenergic neurotransmission. Neuropharmacology. July 1991. doi:10.1016/0028-3908(91)90176-C · PMID 1681447
12. Journal / agency Miller LG, Thompson ML, Byrnes JJ, Greenblatt DJ, Shemer A. Kinetics, brain uptake, and receptor binding of tandospirone and its metabolite 1-(2-pyrimidinyl)-piperazine. Journal of Clinical Psychopharmacology. October 1992. doi:10.1097/00004714-199210000-00009 · PMID 1362206
13. Journal / agency White SM, Kucharik RF, Moyer JA. Effects of serotonergic agents on isolation-induced aggression. Pharmacol Biochem Behav. July 1991. doi:10.1016/0091-3057(91)90155-u · PMID 1686105
14. Journal / agency Yoshimura H, Ogawa N. Ethopharmacology of maternal aggression in mice: effects of diazepam and SM-3997. Eur J Pharmacol. July 1991. doi:10.1016/0014-2999(91)90677-i · PMID 1685120
15. Journal / agency Sasa M. A new approach to innovating selective anxiolytics: pharmacological profile of a novel 5-HT1A agonist (tandospirone). Nihon Shinkei Seishin Yakurigaku Zasshi. April 1997. PMID 9201724
16. Journal / agency Abe M, Nakai H, Tabata R, Saito K, Egawa M. Effect of 5-[3-[((2S)-1,4-benzodioxan-2-ylmethyl)amino]propoxy]-1,3-benzodioxole HCl (MKC-242), a novel 5-HT1A-receptor agonist, on aggressive behavior and marble burying behavior in mice. Jpn J Pharmacol. March 1998. doi:10.1254/jjp.76.297 · PMID 9593223
17. Journal / agency Sullivan NR, Crane JW, Damjanoska KJ, Carrasco GA, D'Souza DN, Garcia F, Van de Kar LD. Tandospirone activates neuroendocrine and ERK (MAP kinase) signaling pathways specifically through 5-HT1A receptor mechanisms in vivo. Naunyn Schmiedebergs Arch Pharmacol. January 2005. doi:10.1007/s00210-004-1005-7 · PMID 15655673
18. Other Elks J. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. 2014
19. Other Schweizerischer Apotheker-Verein. Index Nominum: International Drug Directory. 2004
20. Other Morton IK, Hall JM. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. 2012

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