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Key Documents

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:
Molecular Weight:
222.24
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

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
María Cecilia Moreno et al.
Neurochemistry international, 52(4-5), 675-682 (2007-10-12)
Glutamate and gamma-aminobutyric acid (GABA) are major excitatory and inhibitory retinal neurotransmitters. The balance between these signals is a key principle of organization at retinal level. Although glutamate-induced excitotoxicity could mediate retinal ganglion cell death in glaucoma, the GABAergic system
Kirk Nylen et al.
Experimental neurology, 210(2), 449-457 (2008-01-18)
Succinic semialdehyde dehydrogenase (SSADH) deficiency is a heritable disorder of GABA degradation characterized by ataxia, psychomotor retardation and seizures. To date, there is no effective treatment for SSADH deficiency. We tested the hypothesis that a ketogenic diet (KD) would improve
Lauri M Halonen et al.
Neurochemistry international, 55(6), 389-396 (2009-04-29)
The major inhibitory neurotransmitter in the brain, gamma-aminobutyric acid (GABA), has only partial efficacy at certain subtypes of GABA(A) receptors. To characterize these minor receptor populations in rat and mouse brains, we used autoradiographic imaging of t-butylbicyclophosphoro[(35)S]thionate ([(35)S]TBPS) binding to

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