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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
form
solid
InChI
1S/C8H15O3PS/c1-7(2,3)8-4-9-12(13,10-5-8)11-6-8/h4-6H2,1-3H3/t8-,12?
SMILES string
CC(C)(C)[C@@]12COP(=S)(OC1)OC2
InChI key
VTBHBNXGFPTBJL-KRDXSZEZSA-N
color
white to pink
solubility
DMSO: soluble, H2O: slightly soluble, ethanol: soluble
storage temp.
2-8°C
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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
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
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
Daniel A García et al.
European journal of pharmacology, 600(1-3), 26-31 (2008-10-22)
Thymol is a monoterpene that specifically interacts with synaptic neural functions in neuronal GABA-operated Cl(-) channels. Here we explore the effects of thymol, and propofol as positive control, on t-[(35)S]butylbicyclophosphorothionate ([(35)S]TBPS) binding in primary cultures of cortical neurons. The study
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