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Thiomuscimol

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Pharmaceutical compound

Thiomuscimol
Clinical data

Other names	5-Aminomethyl-3-isothiazol
Drug class	GABA_A receptor agonist
ATC code	None
Identifiers
IUPAC name 5-(Aminomethyl)-1,2-thiazol-3-ol
CAS Number	62020-54-6
PubChemCID	5448
ChemSpider	5251
CompTox Dashboard(EPA)	DTXSID00211078
Chemical and physical data
Formula	C₄H₆N₂OS
Molar mass	130.17 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	140 °C (284 °F) (decomp.)^[1]
SMILES C1=C(SN=C1O)CN
InChI InChI=1S/C4H6N2OS/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7) Key:QVBUOPGWPXUAHT-UHFFFAOYSA-N

Thiomuscimol, also known as5-aminomethyl-3-isothiazol, is asynthetic GABA_A receptor agonist which isstructurally related to thenaturally occurring GABA_A receptor agonistmuscimol (found inAmanita muscaria).^[2]^[3] It is approximatelyequipotent with muscimol as a GABA_A receptor agonistin vitro.^[4] Unlike muscimol however, thiomuscimol does not to any extent additionally act as aGABA reuptake inhibitor.^[2] On the other hand, like muscimol, it is asubstrate for andmetabolized byGABA transaminase (GABA-T), which is said to have limited its usefulness and application in animal behavioral studies.^[2]^[5] The drug was first described in thescientific literature byPovl Krogsgaard-Larsen and colleagues by 1976.^[1]^[6]^[3] It was encountered as a noveldesigner drug online in 2024.^[7]

References

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^^a ^bLykkeberg J, Krogsgaard-Larsen P, Garegg PJ, Norberg T, Pilotti AM, Anthonsen T (1976)."Structural Analogues of GABA. Synthesis of 5-Aminomethyl-3-isothiazolol (Thiomuscimol)"(PDF).Acta Chemica Scandinavica.30b:781–785.doi:10.3891/acta.chem.scand.30b-0781.
^^a ^b ^cFalch E, Larsson OM, Schousboe A, Krogsgaard-Larsen P (1990)."GABA‐A agonists and GABA uptake inhibitors: Structure‐activity relationships".Drug Development Research.21 (3):169–188.doi:10.1002/ddr.430210304.ISSN 0272-4391. Retrieved4 October 2025.
^^a ^bKrogsgaard-Larsen P, Hjeds H, Curtis DR, Lodge D, Johnston GA (June 1979). "Dihydromuscimol, thiomuscimol and related heterocyclic compounds as GABA analogues".Journal of Neurochemistry.32 (6):1717–1724.doi:10.1111/j.1471-4159.1979.tb02284.x.PMID 448364.
^Krogsgaard-Larsen P, Christensen A (1980). "Chapter 5. GABA Agonists and Antagonists".Annual Reports in Medicinal Chemistry. Vol. 15. Elsevier. pp. 41–50.doi:10.1016/s0065-7743(08)60366-8.ISBN 978-0-12-040515-2. Retrieved4 October 2025.
^Krogsgaard-Larsen P, Falch E (August 1981). "GABA agonists. Development and interactions with the GABA receptor complex".Molecular and Cellular Biochemistry. 38 Spec No (Pt 1):129–146.doi:10.1007/BF00235692.PMID 6270544.
^Krogsgaard-Larsen P, Hjeds H, Curtis DR, Lodge D, Johnston GA (1977). "Thiomuscimol, isomuscimol, and related compounds as GABA agonists".Proc. Int. Soc. Neurochem.6: 626.
^"Тиомусцимол (Thiomuscimol)".АИПСИН (in Russian). 15 March 1995. Retrieved13 October 2025.