TBPS

{{Chembox

| Name = TBPS{{cite web|title=tert-Butyl bicyclo[2.2.2]phosphorothionate|url=https://www.sigmaaldrich.com/catalog/product/sigma/b104?lang=en}}

| PIN = 4-tert-Butyl-2,6,7-trioxa-1λ⁵-phosphabicyclo[2.2.2]octane-1-thione

| ImageFile = Tert-Butylbicyclophosphorothionate.svg

| ImageSize = 120px

| ImageFile1 = TBPS_3D_structure.png

| Section1 = {{Chembox Identifiers

| ChemSpiderID = 94586

| CASNo = 70636-86-1

| PubChem = 104781

| ChEMBL = 485673

| KEGG = C19930

| StdInChI=1S/C8H15O3PS/c1-7(2,3)8-4-9-12(13,10-5-8)11-6-8/h4-6H2,1-3H3

| StdInChIKey = VTBHBNXGFPTBJL-UHFFFAOYSA-N

| SMILES = CC(C)(C)C12COP(=S)(OC1)OC2

}}

| Section2 = {{Chembox Properties

| C=8|H=15|O=3|P=1|S=1

}}

| Section3 = {{Chembox Hazards

| MainHazards = Extremely toxic

| LD50 = 53 μg/kg (mice){{cite journal |last1=Milbrath |first1=Dean S. |last2=Engel |first2=Judith L. |last3=Verkade |first3=John G. |last4=Casida |first4=John E. |title=Structure-toxicity relationships of 1-substituted-4-alkyl-2,6,7-trioxabicyclo[2.2.2.]octanes |journal=Toxicology and Applied Pharmacology |date=February 1979 |volume=47 |issue=2 |pages=287–293 |doi=10.1016/0041-008x(79)90323-5 |pmid=452023}}

}}

}}

TBPS (tert-butylbicyclophosphorothionate) is a bicyclic phosphate convulsant.{{cite journal|title=Solubilization and anionic regulation of cerebral sedative and convulsant receptors labeled with [³⁵S] tert-butylbicyclophosphorothionate (TBPS)|journal=Biochemical and Biophysical Research Communications|volume=120|issue=2|pages=692–9|doi=10.1016/0006-291x(84)91311-1|pmid=6329179|year=1984|last1=Trifiletti|first1=Rosario R|last2=Snowman|first2=Adele M|last3=Snyder|first3=Solomon H}} It is an extremely potent GABA receptor antagonist.{{cite journal|title=Characterization of [35S]t-butylbicyclophosphorothionate ([35S]TBPS) binding to GABAA receptors in postmortem human brain|journal=British Journal of Pharmacology|volume=150|issue=8|pages=1066–74|doi=10.1038/sj.bjp.0707186|pmid=17339834|year=2009|last1=Atack|first1=J R|last2=Ohashi|first2=Y|last3=McKernan|first3=R M|pmc=2013908}}{{cite journal|title=Effects of GABA and various allosteric ligands on TBPS binding to cloned rat GABAA receptor subtypes|journal=British Journal of Pharmacology|volume=112|issue=4|pages=1025–30|doi=10.1111/j.1476-5381.1994.tb13185.x|pmid=7952860|pmc=1910256|year=1994|last1=Im|first1=Wha Bin|last2=Pregenzer|first2=Jeffrey F|last3=Thomsen|first3=Darrel R}}