Phenylsilatrane

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Phenylsilatrane
Stereo structural formula of phenylsilatrane
Names
Preferred IUPAC name
Phenylsilatrane
Systematic IUPAC name
1-Phenyl-2,8,9-trioxa-5λ5-aza-1-silatricyclo[3.3.3.01,5]undecan-5-ylium-1-uide
Identifiers
  • 2097-19-0 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4321483 ☑Y
ECHA InfoCard 100.016.603
PubChem CID
  • 5147995
Properties
C12H17NO3Si
Molar mass 251.36 g·mol−1
Hazards
Main hazards Toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Phenylsilatrane is a convulsant chemical which has been used as a rodenticide.[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 the 35S-tert-butylbicyclophosphorothionate (TBPS) binding site (GABA-gated chloride channel) of mouse brain membranes.[3]

See also

References

  1. ^ Voronkov, M. G. (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, M. A.; Palmer, C. J.; Cole, L. M.; Casida, J. E. (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.


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