Phenylsilatrane
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]
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| 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 | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.016.603  |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C12H17NO3Si | |
| Molar mass | 251.357 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 | |
See also
References
- 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.
- 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.
- 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.
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