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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
285-687-7
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
InChI key
ZDZDSZQYRBZPNN-UHFFFAOYSA-N
InChI
1S/C6H8N2O2.ClH/c9-6-4-1-2-7-3-5(4)10-8-6;/h7H,1-3H2,(H,8,9);1H
SMILES string
Cl[H].Oc1noc2CNCCc12
assay
≥98% (HPLC)
form
solid
storage condition
desiccated
color
white
solubility
ethanol: 0.91 mg/mL, H2O: 20 mg/mL
Quality Level
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
TEXTBOOK OF GERIATRIC MEDICINE INTERNATIONAL (2011)
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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