# Iso-THIP

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Iso-THIP
> Markdown URL: https://mediated.wiki/source/Iso-THIP.md
> Source: https://en.wikipedia.org/wiki/Iso-THIP
> Source revision: 1328699637
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

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{{Infobox drug
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| image = Iso-THIP.svg
| image_class = skin-invert-image
| width = 175px
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| class = [GABA<sub>A</sub>-ρ receptor](/source/GABAA-rho_receptor) [antagonist](/source/receptor_antagonist); [GABA<sub>A</sub> receptor](/source/GABAA_receptor) [antagonist](/source/receptor_antagonist)
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| CAS_number = 71233-27-7
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| PubChem = 130546
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| ChemSpiderID = 115482
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| synonyms = IsoTHIP; Isogaboxadol

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| IUPAC_name = 4,5,6,7-tetrahydro-1''H''-[1,2]oxazolo[3,4-c]pyridin-3-one
| C=6 | H=8 | N=2 | O=2
| SMILES = C1CNCC2=C1C(=O)ON2
| StdInChI = 1S/C6H8N2O2/c9-6-4-1-2-7-3-5(4)8-10-6/h7-8H,1-3H2
| StdInChIKey = HTKHYLOBQZWEFD-UHFFFAOYSA-N
}}

'''Iso-THIP''', or '''isoTHIP''', is a [selective](/source/binding_selectivity) and [potent](/source/potency_(pharmacology)) [GABA<sub>A</sub>-ρ receptor](/source/GABAA-rho_receptor) (GABA<sub>C</sub> receptor) [antagonist](/source/receptor_antagonist) related to [gaboxadol](/source/gaboxadol) (THIP).<ref name="Frlund_2002">{{cite journal | vauthors = Frølund B, Ebert B, Kristiansen U, Liljefors T, Krogsgaard-Larsen P | title = GABA(A) receptor ligands and their therapeutic potentials | journal = Current Topics in Medicinal Chemistry | volume = 2 | issue = 8 | pages = 817–832 | date = August 2002 | pmid = 12171573 | doi = 10.2174/1568026023393525 }}</ref><ref name="Johnston_2003">{{cite journal | vauthors = Johnston GA, Chebib M, Hanrahan JR, Mewett KN | title = GABA(C) receptors as drug targets | journal = Current Drug Targets. CNS and Neurological Disorders | volume = 2 | issue = 4 | pages = 260–268 | date = August 2003 | pmid = 12871036 | doi = 10.2174/1568007033482805 }}</ref><ref name="Krehan_2003">{{cite journal | vauthors = Krehan D, Frølund B, Ebert B, Nielsen B, Krogsgaard-Larsen P, Johnston GA, Chebib M | title = Aza-THIP and related analogues of THIP as GABA C antagonists | journal = Bioorganic & Medicinal Chemistry | volume = 11 | issue = 23 | pages = 4891–4896 | date = November 2003 | pmid = 14604650 | doi = 10.1016/j.bmc.2003.09.016 }}</ref> It is 4-fold more potent than gaboxadol as a GABA<sub>A</sub>-ρ receptor antagonist.<ref name="Johnston_2003" /><ref name="Krehan_2003" /> In addition to its GABA<sub>A</sub>-ρ receptor antagonism, iso-THIP shows much lower but still detectable [affinity](/source/affinity_(pharmacology)) for the GABA<sub>A</sub> receptor, where it appears to be an antagonist similarly.<ref name="Johnston_2003" /><ref name="Krehan_2003" /><ref name="KrogsgaardLarsen_1983" /> The drug was first described in the [scientific literature](/source/scientific_literature) by [Povl Krogsgaard-Larsen](/source/Povl_Krogsgaard-Larsen) and colleagues by 1979.<ref name="KrogsgaardLarsen_1983">{{cite journal | vauthors = Krogsgaard-Larsen P, Mikkelsen H, Jacobsen P, Falch E, Curtis DR, Peet MJ, Leah JD | title = 4,5,6,7-Tetrahydroisothiazolo[5,4-c]pyridin-3-ol and related analogues of THIP. Synthesis and biological activity | journal = Journal of Medicinal Chemistry | volume = 26 | issue = 6 | pages = 895–900 | date = June 1983 | pmid = 6304315 | doi = 10.1021/jm00360a020 }}</ref><ref name="Arnt_1979">{{cite journal | vauthors = Arnt J, Krogsgaard-Larsen P | title = GABA agonists and potential antagonists related to muscimol | journal = Brain Research | volume = 177 | issue = 2 | pages = 395–400 | date = November 1979 | pmid = 227538 | doi = 10.1016/0006-8993(79)90793-5 }}</ref>

== See also ==
* [Aza-THIP](/source/Aza-THIP)
* [Thio-THIP](/source/Thio-THIP)
* [THAZ](/source/THAZ)

== References ==
{{Reflist}}

{{GABA receptor modulators}}

Category:GABA analogues
Category:GABAA receptor antagonists
Category:GABAA-rho receptor antagonists
Category:Isoxazoles
Category:Ketones
Category:Pyridines
Category:Isoxazolopyridines

{{Nervous-system-drug-stub}}

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Adapted from the Wikipedia article [Iso-THIP](https://en.wikipedia.org/wiki/Iso-THIP) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Iso-THIP?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.