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B104

Sigma-Aldrich

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:
70636-86-1
Molecular Weight:
222.24
MDL number:
MFCD00168049
UNSPSC Code:
12352202
PubChem Substance ID:
24891554
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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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