THIP hydrochloride

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Cat.No. 0807 - THIP hydrochloride | C6H8N2O2.HCl | CAS No. 85118-33-8
Description: GABAA agonist
Alternative Names: Gaboxadol
Chemical Name: 4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3-ol hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (5)
Literature

Biological Activity

Systemically active GABAA receptor agonist and GABAA-ρ receptor antagonist. Displays antinociceptive, anticonvulsant and sedative effects. Hypnotic agent that enhances delta activity within non-REM sleep in rats.

Compound Libraries

THIP hydrochloride is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 176.6
Formula C6H8N2O2.HCl
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 85118-33-8
PubChem ID 5702253
InChI Key ZDZDSZQYRBZPNN-UHFFFAOYSA-N
Smiles Cl.OC1=NOC2=C1CCNC2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 17.66 100
water 17.66 100

Preparing Stock Solutions

The following data is based on the product molecular weight 176.6. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.66 mL 28.31 mL 56.63 mL
5 mM 1.13 mL 5.66 mL 11.33 mL
10 mM 0.57 mL 2.83 mL 5.66 mL
50 mM 0.11 mL 0.57 mL 1.13 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Huckle (2004) Gaboxadol. Lundbeck/Merck Curr.Opin.Investig.Drugs 5 766 PMID: 15298075

Johnston (1996) GABAC receptors: relatively simple transmitter-gated ion channels? TiPS 17 319 PMID: 8885697

Krogsgaard-Larson (1983) 4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity. J.Med.Chem. 26 895 PMID: 6304315

Krogsgaard-Larson (1984) Chemistry and pharmacology of the GABA antagonists THIP (Gaboxadol) and isoguvacine. Drugs Future. 9 597 PMID:


If you know of a relevant reference for THIP hydrochloride, please let us know.

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Keywords: GABAC antagonists GABAA agonists Receptors Gaboxadol GABAA Receptors

5 Citations for THIP hydrochloride

Citations are publications that use Tocris products. Selected citations for THIP hydrochloride include:

Patel et al (2016) Context-Dependent Modulation of GABAAR-Mediated Tonic Currents. J Neurophysiol 36 607 PMID: 26758848

Seifi et al (2014) Molecular and functional diversity of GABA-A receptors in the enteric nervous system of the mouse colon. Nature 34 10361 PMID: 25080596

Szemes et al (2013) Weaker control of the electrical properties of cerebellar granule cells by tonically active GABAA receptors in the Ts65Dn mouse model of Down's syndrome. Mol Brain 6 33 PMID: 23870245

Schmid et al (2010) Blindsight depends on the lateral geniculate nucleus. PLoS One 466 373 PMID: 20574422

Krook-Magnuson et al (2008) Tonically active inhibition selectively controls feedforward circuits in mouse barrel cortex. J Neurosci 100 932 PMID: 18509076


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Pathways for THIP hydrochloride

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