Gaboxadol

Gaboxadol
Clinical data
Other names	THIP; 4,5,6,7-tetrahydroisoxazolo(5,4-c)pyridin-3-ol; LU-2-030; OV101; OV-101
Routes of; administration	Oral
Drug class	GABAA receptor agonist; Sedative; Hypnotic; Central depressant; Hallucinogen
ATC code	None;
Identifiers
	IUPAC name 4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3(2H)-one;
CAS Number	64603-91-4 ;
PubChem CID	3448;
IUPHAR/BPS	4322;
ChemSpider	3330 ;
UNII	K1M5RVL18S;
KEGG	D04282 ;
ChEMBL	ChEMBL312443 ;
CompTox Dashboard (EPA)	DTXSID0045206 ;
ECHA InfoCard	100.059.039
Chemical and physical data
Formula	C6H8N2O2
Molar mass	140.142 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1/C2=C(\ON1)CNCC2;
	InChI InChI=1S/C6H8N2O2/c9-6-4-1-2-7-3-5(4)10-8-6/h7H,1-3H2,(H,8,9) ; Key:ZXRVKCBLGJOCEE-UHFFFAOYSA-N ;
	(verify)

Gaboxadol, also known as 4,5,6,7-tetrahydroisoxazolo(5,4-c)pyridin-3-ol (THIP), as well as by its former developmental code names LU-2-030 and OV101, is a conformationally constrained derivative of the alkaloid and Amanita muscaria constituent muscimol.^[1]^[2] It acts as a direct GABA_A receptor agonist.^[1] At lower doses, the drug has sedative and hypnotic effects, and at higher doses, it has hallucinogenic effects.^[1]^[3]^[2]^[4] Gaboxadol was studied for potential medical use as a pharmaceutical drug for a variety of indications, most notably treatment of insomnia, but was ultimately never marketed.^[1]^[2]

^ ^a ^b ^c ^d ^e Sorbera, L.A., Castaner, J., Silvestre, J.S. (2004). "Gaboxadol". Drugs of the Future. 29 (5): 0449. doi:10.1358/dof.2004.029.05.803754. Retrieved 19 June 2025.
^ ^a ^b ^c Morris H (August 2013). "Gaboxadol". Harper's Magazine. Retrieved 2014-11-20.
^ Cite error: The named reference Krogsgaard-LarsenFrølundLiljefors2006 was invoked but never defined (see the help page).
^ Cite error: The named reference MorrisKrogsgaard-Larsen2021 was invoked but never defined (see the help page).

[SorberaCastanerSilvestre2004-1] Sorbera, L.A., Castaner, J., Silvestre, J.S. (2004). "Gaboxadol". Drugs of the Future. 29 (5): 0449. doi:10.1358/dof.2004.029.05.803754. Retrieved 19 June 2025.

[Morris2013-2] Morris H (August 2013). "Gaboxadol". Harper's Magazine. Retrieved 2014-11-20.

[Krogsgaard-LarsenFrølundLiljefors2006-3] Cite error: The named reference Krogsgaard-LarsenFrølundLiljefors2006 was invoked but never defined (see the help page).

[MorrisKrogsgaard-Larsen2021-4] Cite error: The named reference MorrisKrogsgaard-Larsen2021 was invoked but never defined (see the help page).

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