en Phenylsilatrane

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
CAS Number	2097-19-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	4321483 ;
ECHA InfoCard	100.016.603
PubChem CID	5147995;
UNII	694OD9N65R ;
CompTox Dashboard (EPA)	DTXSID1062176 ;
	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	251.357 g·mol−1
Hazards
	Occupational safety and health (OHS/OSH):
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]

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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[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.

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Phenylsilatrane

See also

References