T101
Gaboxadol hydrochloride
solid, ≥98% (HPLC)
Synonym(s):
4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3-ol hydrochloride, THIP hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C6H8N2O2 · HCl
CAS Number:
Molecular Weight:
176.60
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
≥98% (HPLC)
form
solid
storage condition
desiccated
color
white
solubility
ethanol: 0.91 mg/mL
H2O: 20 mg/mL
SMILES string
Cl[H].Oc1noc2CNCCc12
InChI
1S/C6H8N2O2.ClH/c9-6-4-1-2-7-3-5(4)10-8-6;/h7H,1-3H2,(H,8,9);1H
InChI key
ZDZDSZQYRBZPNN-UHFFFAOYSA-N
Gene Information
General description
Gaboxadol, also referred to as 4,5,6,7-tetrahydroisoxazolo(5,4-c)pyridin-3-ol (THIP), is a GABA site agonist. It has great affinity to the δ subunit of extrasynaptic high-affinity GABAA receptors. Gaboxadol was first developed for the treatment of schizophrenia, epilepsy, primary insomnia and Huntington′s disease. It can easily cross the blood-brain barrier and is rapidly absorbed by the body.
Application
Gaboxadol hydrochloride has been used in cell migration and invasion assay to assess liver cancer cell migration.
Biochem/physiol Actions
GABAA receptor agonist.
Disclaimer
Photosensitive
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Vanessa M Hill et al.
PLoS biology, 16(7), e2005206-e2005206 (2018-07-13)
Although sleep appears to be broadly conserved in animals, the physiological functions of sleep remain unclear. In this study, we sought to identify a physiological defect common to a diverse group of short-sleeping Drosophila mutants, which might provide insight into
GABA and Sleep: Molecular, Functional and Clinical Aspects (2010)
M Lancel
Sleep, 22(1), 33-42 (1999-02-16)
This paper reviews the sleep effects of systemically administered agonistic modulators of GABAA receptors, including barbiturates, benzodiazepines, zolpidem, zopiclone and neuroactive steroids, and the selective GABAA agonists muscimol and THIP. To assess the involvement of GABAA receptors in the physiologic
GABA Site Agonist Gaboxadol Induces Addiction-Predicting Persistent Changes in Ventral Tegmental Area Dopamine Neurons But Is Not Rewarding in Mice or Baboons
Vashchinkina E, et al.
The Journal of Neuroscience, 32(15), 5310-5320 (2012)
Suppression of Human Liver Cancer Cell Migration and Invasion via the GABAA Receptor
Chen ZA, et al.
Cancer Biology & Medicine, 9(2), 90-90 (2012)
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