B104
tert-Butyl bicyclo[2.2.2]phosphorothionate
solid
Synonym(s):
TBPS
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About This Item
Empirical Formula (Hill Notation):
C8H15O3PS
CAS Number:
Molecular Weight:
222.24
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
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 Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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