Gaboxadol

Gaboxadol

Systematic (IUPAC) name
4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3(2H)-one
Identifiers
CAS Number	64603-91-4 N
ATC code	none
PubChem	CID: 3448
IUPHAR/BPS	4322
ChemSpider	3330 Y
UNII	K1M5RVL18S Y
KEGG	D04282 Y
ChEMBL	CHEMBL312443 Y
Chemical data
Formula	C6H8N2O2
Molecular mass	140.14 g/mol
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) Y Key:ZXRVKCBLGJOCEE-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Gaboxadol, also known as 4,5,6,7-tetrahydroisoxazolo(5,4-c)pyridin-3-ol (THIP), is a conformationally constrained derivative of the alkaloid muscimol that was first synthesized in 1977 by the Danish chemist Povl Krogsgaard-Larsen. In the early 1980s gaboxadol was the subject of a series of pilot studies that tested its efficacy as an analgesic and anxiolytic, as well as a treatment for tardive dyskinesia, Huntington's disease, Alzheimer's disease, and spasticity. It was not until 1996 that researchers attempted to harness gaboxadol's frequently reported sedative "adverse effect" for the treatment of insomnia, resulting in a series of clinical trials sponsored by Lundbeck and Merck. In March, 2007, Merck and Lundbeck cancelled work on the drug, citing safety concerns and the failure of an efficacy trial. It acts on the GABA system, but in a different way from benzodiazepines, Z-Drugs, and barbiturates. Lundbeck states that gaboxadol also increases deep sleep (stage 4). It is, however, not reinforcing like benzodiazepines are.

In 2015, Lundbeck sold its rights to the molecule to Ovid Therapeutics, whose plan is to develop it for FXS and Angelman Syndrome.

See also

• Amanita muscaria
• CI-966

External links

• 4,5,6,7-tetrahydroisoxazolo(5,4-c)pyridin-3-ol at the US National Library of Medicine Medical Subject Headings (MeSH)
• H. Lundbeck Website
• Medical News Today article
• Report of cancellation of development.
• Gaboxadol