Phenylsilatrane

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
CAS Number
  • 2097-19-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4321483 checkY
ECHA InfoCard 100.016.603 Edit this at Wikidata
PubChem CID
  • 5147995
UNII
  • 694OD9N65R checkY
CompTox Dashboard (EPA)
  • DTXSID1062176 Edit this at Wikidata
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
  • 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
Chemical compound

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 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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Anticoagulants /
Vitamin K antagonists
Coumarins /
4-Hydroxycoumarins
1st generation
2nd generation (Superwarfarins)
1,3-Indandiones
ConvulsantsCalciferolsInorganic compoundsOrganochlorineOrganophosphorusCarbamatesOthers
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GABA receptor modulators
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
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GABA receptor antagonists
GABA synthesis inhibitors
Glycine receptor antagonists
Glutamate receptor agonists
Convulsant barbiturates
Other


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