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Merck

B104

Sigma-Aldrich

tert-Butyl bicyclo[2.2.2]phosphorothionate

solid

Sinónimos:

TBPS

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About This Item

Fórmula empírica (notación de Hill):
C8H15O3PS
Número de CAS:
Peso molecular:
222.24
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

form

solid

color

white to pink

solubility

DMSO: soluble
H2O: slightly soluble
ethanol: soluble

storage temp.

2-8°C

SMILES string

CC(C)(C)[C@@]12COP(=S)(OC1)OC2

InChI

1S/C8H15O3PS/c1-7(2,3)8-4-9-12(13,10-5-8)11-6-8/h4-6H2,1-3H3/t8-,12?

InChI key

VTBHBNXGFPTBJL-KRDXSZEZSA-N

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General description

Aqueous solubility may be enhanced by the use of non-ionic detergents (Brij, TWEEN) or 2-hydroxypropyl-β-cyclodextrin.

Biochem/physiol Actions

GABAA receptor antagonist; chloride channel blocker; extremely potent convulsant.

Features and Benefits

This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Solutions may be stored for 1-2 days at 4 °C.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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M O Poulter et al.
Journal of neurochemistry, 68(2), 631-639 (1997-02-01)
The expression of six mRNA species (alpha 2, alpha 3, alpha 5, beta 2, beta 3, and gamma 2) encoding for GABAA receptor subunits was followed in cultured early postnatal cortical neurons by in situ hybridization histochemistry. In untreated control
Pershia Samadi et al.
Synapse (New York, N.Y.), 62(2), 101-109 (2007-11-10)
L-Dopa therapy in Parkinson's disease (PD) is counfounded by the development of involuntary movements such as L-Dopa-induced dyskinesias (LIDs). In this study GABA(A) receptor autoradiography was assessed using [(3)H]flunitrazepam binding to the benzodiazepine site of the GABA(A) receptor and [(35)S]t-butylbicyclophosphorothionate
Alex S Evers et al.
The Journal of pharmacology and experimental therapeutics, 333(2), 404-413 (2010-02-04)
In the absence of GABA, neuroactive steroids that enhance GABA-mediated currents modulate binding of [35S]t-butylbicyclophosphorothionate in a biphasic manner, with enhancement of binding at low concentrations (site NS1) and inhibition at higher concentrations (site NS2). In the current study, compound
Shirin Strohmeier et al.
Pathogens (Basel, Switzerland), 8(4) (2019-10-24)
H11 subtype influenza viruses were isolated from a wide range of bird species and one strain also was isolated from swine. In an effort to generate reagents for a chimeric H11/1 hemagglutinin-based universal influenza virus vaccine candidate, we produced 28
J C Behrends
British journal of pharmacology, 129(2), 402-408 (2000-02-29)
1. T-butyl-bicyclo-phosphorothionate (TBPS) is a prototypical representative of the cage-convulsants which act through a use-dependent block of the GABA(A)-receptor-ionophore complex. Using current recordings from cultured neurones of rat striatum the manner was investigated in which two antagonists, bicuculline and penicillin

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