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Submit ReviewTHIP hydrochloride
Description: GABAA agonist
Alternative Names: Gaboxadol
Chemical Name: 4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3-ol hydrochloride
Purity: ≥98% (HPLC)
Biological Activity for THIP hydrochloride
THIP hydrochloride is a 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 for THIP hydrochloride
THIP hydrochloride is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for THIP hydrochloride
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for THIP hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 17.66 | 100 | |
| DMSO | 17.66 | 100 |
Preparing Stock Solutions for THIP hydrochloride
The following data is based on the product molecular weight 176.6. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| 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 for THIP hydrochloride
References for THIP hydrochloride
References are publications that support the biological activity of the product.
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
If you know of a relevant reference for THIP hydrochloride, please let us know.
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Keywords: THIP hydrochloride, THIP hydrochloride supplier, GABAC, antagonists, GABAA, agonists, Receptors, Gaboxadol, GABAA-rho, 0807, Tocris Bioscience
13 Citations for THIP hydrochloride
Citations are publications that use Tocris products. Selected citations for THIP hydrochloride include:
Schmid et al (2010) Blindsight depends on the lateral geniculate nucleus. PLoS One 466 373 PMID: 20574422
Patel et al (2016) Context-Dependent Modulation of GABAAR-Mediated Tonic Currents. J Neurophysiol 36 607 PMID: 26758848
Krook-Magnuson et al (2008) Tonically active inhibition selectively controls feedforward circuits in mouse barrel cortex. J Neurosci 100 932 PMID: 18509076
Green and Thayer et al (2019) HIV gp120 upregulates tonic inhibition through α5-containing GABAARs. Neuropharmacology 149 161 PMID: 30797029
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
Yue et al (2011) Potentiating action of PropF. at GABAA receptors of retinal bipolar cells. Invest Ophthalmol Vis Sci 52 2497 PMID: 21071744
Ki and Lim (2019) Sleep-promoting effects of threonine link amino acid metabolism in Drosophila neuron to GABAergic control of sleep drive. Elife 8 PMID: 31313987
Tong et al (2015) Ectopic Expression of α6 and δ GABAA Receptor Subunits in Hilar Somatostatin Neurons Increases Tonic Inhibition and Alters Network Activity in the Dentate Gyrus. J Neurosci 35 16142 PMID: 26658866
Montandon (2017) δ-subunit containing GABAA receptors modulate respiratory networks. Sci Rep 7 18105 PMID: 29273726
Asiedu et al (2012) Modulation of spinal GABAergic analgesia by inhibition of chloride extrusion capacity in mice. J Pain 13 546 PMID: 22537560
Ramaker et al (2012) Effect of ganaxolone and THIP on operant and limited-access ethanol self-administration. Neuropharmacology 63 555 PMID: 22613838
Glykys (2006) Hippocampal network hyperactivity after selective reduction of tonic inhibition in GABA A receptor alpha5 subunit-deficient mice. J Neurophysiol 95 2796 PMID: 16452257
Do you know of a great paper that uses THIP hydrochloride from Tocris? Please let us know.
Reviews for THIP hydrochloride
Average Rating: 5 (Based on 1 Review.)
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THIP and in vivo chloride signals.
By
Anonymous on 05/23/2019
Assay Type: In Vivo
Species: Mouse
Cell Line/Tissue: c57Bl6J
used with fiber photometry to validate chloride sensor in vivo. response to footshock was measured at baseline and at 20 min intervals post-injection
injected 8mg/kg I.p. at 1mg/ml in saline
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