TBPO

TBPO[1]
Names
Preferred IUPAC name
4-tert-Butyl-2,6,7-trioxa-1λ5-phosphabicyclo[2.2.2]octan-1-one
Other names
t-Butyl-bicyclophosphate
Identifiers
CAS Number
  • 61481-19-4
3D model (JSmol)
  • Interactive image
ChemSpider
  • 39799
PubChem CID
  • 43673
CompTox Dashboard (EPA)
  • DTXSID80977049 Edit this at Wikidata
InChI
  • InChI=1S/C8H15O4P/c1-7(2,3)8-4-10-13(9,11-5-8)12-6-8/h4-6H2,1-3H3
    Key: CNBZOKKOTFTYLW-UHFFFAOYSA-N
  • CC(C)(C)C12COP(=O)(OC1)OC2
Properties
Chemical formula
 C8H15O4P
Molar mass 206.178 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Extremely toxic
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 36 μg/kg (mice)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

TBPO is an extremely toxic bicyclic phosphate convulsant and GABA receptor antagonist. It is the most toxic bicyclic phosphate known, with an LD50 of 36 μg/kg in mice.[2]

See also

  • TBPS
  • IPTBO

References

  1. ^ Zhao, C.; Hwang, S. H.; Buchholz, B. A.; Carpenter, T. S.; Lightstone, F. C.; Yang, J.; Hammock, B. D.; Casida, J. E. (27 May 2014). "GABAA receptor target of tetramethylenedisulfotetramine". Proceedings of the National Academy of Sciences. 111 (23): 8607–8612. Bibcode:2014PNAS..111.8607Z. doi:10.1073/pnas.1407379111. PMC 4060666. PMID 24912155.
  2. ^ Milbrath, Dean S.; Engel, Judith L.; Verkade, John G.; Casida, John E. (February 1979). "Structure-toxicity relationships of 1-substituted-4-alkyl-2,6,7-trioxabicyclo[2.2.2.]octanes". Toxicology and Applied Pharmacology. 47 (2): 287–293. doi:10.1016/0041-008x(79)90323-5. PMID 452023.
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Convulsants
GABA receptor antagonistsGABA synthesis inhibitorsGlycine receptor antagonistsGlutamate receptor agonistsConvulsant barbiturates
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GABA receptor modulators
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAA-ρTooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
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