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Merck
CN

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
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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

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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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
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



Global Trade Item Number

SKUGTIN
B104-2MG04061832079226
B104-10MG04061832269252