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T101

Gaboxadol hydrochloride

Name: Gaboxadol hydrochloride
Brand: ALDRICH

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:

85118-33-8

Molecular Weight:

176.60

NACRES:

NA.22

PubChem Substance ID:

57654649

UNSPSC Code:

12352100

EC Number:

285-687-7

MDL number:

MFCD00055180

Assay:

≥98% (HPLC)

Form:

solid

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Properties

Quality Level

100

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

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

Description

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

GABA_A 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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GABA(A) agonists and partial agonists: THIP (Gaboxadol) as a non-opioid analgesic and a novel type of hypnotic.

Krogsgaard-Larsen P, et al.

Biochemical Pharmacology, 68(8), 1573-1580 (2004)

Chemistry and pharmacology of the GABA agonists THIP (Gaboxadol) and isoguvacine.

Krogsgaard-Larsen, et al.

Drugs of the Future, 9, 597-618 (1984)

The contribution of δ subunit-containing GABAA receptors to phasic and tonic conductance changes in cerebellum, thalamus and neocortex.

Zhiwen Ye et al.

Frontiers in neural circuits, 7, 203-203 (2014-01-07)

We have made use of the δ subunit-selective allosteric modulator DS2 (4-chloro-N-[2-(2-thienyl)imidazo[1,2-a]pyridine-3-yl benzamide) to assay the contribution of δ-GABAARs to tonic and phasic conductance changes in the cerebellum, thalamus and neocortex. In cerebellar granule cells, an enhancement of the tonic

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Global Trade Item Number

SKU	GTIN
T101-100MG	04061837336317
T101-25MG	04061837336324
T101-500MG	04061833554104