Phenylsilatrane

Phenylsilatrane

Names
Preferred IUPAC name Phenylsilatrane
Systematic IUPAC name 1-Phenyl-2,8,9-trioxa-5λ^5-aza-1-silatricyclo[3.3.3.0^1,5]undecan-5-ylium-1-uide
Identifiers
CAS Number	2097-19-0
3D model (Jmol)	Interactive image
ChemSpider	4321483
ECHA InfoCard	100.016.603
PubChem	5147995
InChI 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
SMILES C1C[N+]23CCO[Si-]2(O1)(OCC3)C1=CC=CC=C1
Properties
Chemical formula	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 C CSi(CH3)3 are highly toxic to mice. They have been observed in the laboratory to inhibit the (35)S-tert-butylbicyclophosphorothionate or TBPS binding site (GABA-gated chloride channel) of mouse brain membranes. ^[3]

See also

• Atrane

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.