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Phenylsilatrane

From Wikipedia, the free encyclopedia
Phenylsilatrane
Stereo structural formula of phenylsilatrane
Stereo structural formula of phenylsilatrane
Names
Preferred IUPAC name
(TBPY-5-23)-8-Phenyltetrahydro-4H-4λ5-8,4-(epoxyethano)[1,3,2]oxazasilolo[3,2-b][1,3,2]oxazasilol-4-ylium-8-uide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.016.603Edit this at Wikidata
UNII
  • InChI=1S/C12H17NO3Si/c1-2-4-12(5-3-1)17-13(6-9-14-17,7-10-15-17)8-11-16-17/h1-5H,6-11H2
    Key: LDOWJVBCZRHOKX-UHFFFAOYSA-N
  • C1C[N+]23CCO[Si-]2(O1)(OCC3)C1=CC=CC=C1
Properties
C12H17NO3Si
Molar mass251.357 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Phenylsilatrane is aconvulsant chemical which has been used as arodenticide.[1][2] Phenylsilatrane and some of its analogs with 4-substituents of H, CH3, Cl, Br, and CSi(CH3)3 are highly toxic to mice. They have been observed in the laboratory to inhibit the35S-tert-butylbicyclophosphorothionate (TBPS) binding site (GABA-gatedchloride channel) ofmouse brain membranes.[3]

See also

[edit]

References

[edit]
  1. ^Voronkov MG (1966)."Silatranes: Intra-Complex Heterocyclic Compounds of Pentacoordinated Silicon"(PDF).Pure and Applied Chemistry.13 (1–2):35–60.doi:10.1351/pac196613010035.
  2. ^Lukevics E, Ignatovich L, Khokhlova L, Belyakov S (1997). "Synthesis, Structure, and Toxicity of Arylgermatranes".Chemistry of Heterocyclic Compounds.33 (2):239–241.doi:10.1007/BF02256767.
  3. ^Horsham MA, Palmer CJ, Cole LM, Casida JE (1990). "4-Alkynylphenylsilatranes: Insecticidal Activity, Mammalian Toxicity, and Mode of Action".Journal of Agricultural and Food Chemistry.38 (8):1734–1738.doi:10.1021/jf00098a023.
Anticoagulants /
Vitamin K antagonists
Coumarins /
4-Hydroxycoumarins
1st generation
2nd generation (Superwarfarins)
1,3-Indandiones
Convulsants
Calciferols
Inorganic compounds
Organochlorine
Organophosphorus
Carbamates
Others
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
GABA receptor antagonists
GABA synthesis inhibitors
Glycine receptor antagonists
Glutamate receptor agonists
Convulsantbarbiturates
Other


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