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gaboxadol

Names

[ CAS No. ]:
64603-91-4

[ Name ]:
gaboxadol

[Synonym ]:
Isoxazolo[5,4-c]pyridin-3(2H)-one, 4,5,6,7-tetrahydro-
4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3(2H)-one
4,5,6,7-tetrahydroisoxazolo<5,4-c>pyridine-3-ol
3-methoxy-4,5,6,7-tetrahydroisoxazole<5,4-c>pyridinium
Isoxazolo(4,5-d)pyridin-3(2H)-one, 4,5,6,7-tetrahydro-
4,5,6,7-Tetrahydroisoxazolo<5,4-c>-pyridin-3-ol
THIP HYDROCHLORIDE
4,5,6,7-tetrahydroisoxazolo(5,4-c)pyridin-3-ol
4,5,6,7-Tetrahydro[1,2]oxazolo[5,4-c]pyridin-3(2H)-one
Gaboxadolum
THPO
4,5,6,7-Tetrahydro[1,2]oxazolo[5,4-c]pyridin-6-ium-3-olate
Einecs 264-963-0
Lu 02-030
THIP
gaboxadol

Biological Activity

[Description]:

THIP (Gaboxadol) is a selective δ-aminobutyric acid type A receptor (δ-GABAAR) agonist, functionally selective GABAAR ligand, exhibits agonism at α4β1δ, α4β3δ and weak antagonism at αβγ and α4β2δ GABAARs[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Research Areas >> Neurological Disease
Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

α4β3δ GABAAR:13 μM (EC50)


[References]

[1]. Hoestgaard-Jensen K, et al. Probing α4βδ GABAA receptor heterogeneity: differential regional effects of a functionally selective α4β1δ/α4β3δ receptor agonist on tonic and phasic inhibition in rat brain. J Neurosci. 2014 Dec 3;34(49):16256-72.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
340.5±42.0 °C at 760 mmHg

[ Molecular Formula ]:
C6H9ClN2O2

[ Molecular Weight ]:
140.140

[ Flash Point ]:
159.7±27.9 °C

[ Exact Mass ]:
140.058578

[ PSA ]:
58.29000

[ LogP ]:
-0.61

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.551

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NY3396800
CHEMICAL NAME :
Isoxazolo(5,4-c)pyridin-3(2H)-one, 4,5,6,7-tetrahydro-, hydrate
CAS REGISTRY NUMBER :
64603-91-4
LAST UPDATED :
199103
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C6-H8-N2-O2.H2-O
MOLECULAR WEIGHT :
158.18

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
98 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Skin and Appendages - hair
REFERENCE :
NEPHBW Neuropharmacology. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.9- 1970- Volume(issue)/page/year: 21,803,1982

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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