{{cs1 config|name-list-style=vanc|display-authors=6}} {{Infobox drug | drug_name = | image = Iso-THIP.svg | image_class = skin-invert-image | width = 175px | caption =
<!-- Clinical data --> | pronounce = | tradename = | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = | licence_US = | pregnancy_AU = | pregnancy_category = | dependency_liability = | addiction_liability = | routes_of_administration = | class = GABA<sub>A</sub>-ρ receptor antagonist; GABA<sub>A</sub> receptor antagonist | ATC_prefix = None | ATC_suffix =
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<!-- Pharmacokinetic data --> | bioavailability = | protein_bound = | metabolism = | metabolites = | onset = | elimination_half-life = | duration_of_action = | excretion =
<!-- Identifiers --> | CAS_number = 71233-27-7 | CAS_supplemental = | PubChem = 130546 | PubChemSubstance = | IUPHAR_ligand = | DrugBank = | ChemSpiderID = 115482 | UNII = | KEGG = | ChEBI = | ChEMBL = | NIAID_ChemDB = | PDB_ligand = | synonyms = IsoTHIP; Isogaboxadol
<!-- Chemical data --> | 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 and potent GABA<sub>A</sub>-ρ receptor (GABA<sub>C</sub> receptor) antagonist related to 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 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 by 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 * Thio-THIP * 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
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