Chlorophenylsilatrane

1-(4-Chlorophenyl)silatrane is an extremely toxic[2] organosilicon compound which was developed by M&T Chemicals as a single-dose rodenticide.[1] It was never registered as rodenticide,[2] except for experimental use.[1] 1-(4-Chlorophenyl)silatrane was one of the chemicals studied in the Project Coast.[3][4]

1-(4-Chlorophenyl)silatrane
Names
IUPAC name
1-(4-Chlorophenyl)-2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecane
Other names
RS-150
Caswell No. 213B
1-(p-Chlorophenyl)silatrane
5-(p-Chlorophenyl)silatrane
5-(4-Chlorophenyl)silatrane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.252.129
Properties
C12H16ClNO3Si
Molar mass 285.8 g/mol
Appearance odorless, white powder[1]
Melting point 230-235 °C[1]
<0.2 g/l[1]
Solubility in Chloroform, Benzene soluble[1]
Hazards
Main hazards Extremely toxic
Lethal dose or concentration (LD, LC):
1-4 mg/kg (rats, oral)[1]
3000 mg/kg (rats, dermal)[1]
0.9-2.0 mg/kg (mice, oral)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Toxicity

1-(4-Chlorophenyl)silatrane is a GABA receptor antagonist[5] and it destroys nervous functions in the central nervous system of vertebrates, primarily in the brain and possibly in the brain stem.[6][7][8] It's a rapid acting convulsant, causing convulsions within 1 minute in mice and rats. Death occurred within 5 minutes.[9] It is therefore likely to induce poison shyness.[2] In field trials, it was less effective than zinc phosphide against wild rats.[10]

See also

References
  1. Crabtree, D. Glen; Beiter, Charles B.; Schwarcz, Morton (1970). "5-p-Chlorophenyl silatrane, a new single-dose rodenticide". Chemical Report by M&T Chemicals Inc.
  2. Lund, M. (1977). "New Rodenticides Against Anticoagulant-resistant Rats and Mice". EPPO Bulletin. Wiley. 7 (2): 503–508. doi:10.1111/j.1365-2338.1977.tb02750.x. ISSN 0250-8052.
  3. "South Africa Chemical Chronology" (PDF). NTI.org. Nuclear Threat Initiative. 2005-04-23. Retrieved 2020-07-31.
  4. Bale, Jeffrey M. (2006). "South Africa's Project Coast: "Death Squads," Covert State-Sponsored Poisonings, and the Dangers of CBW Proliferation". Democracy and Security. Informa UK Limited. 2 (1): 27–59. doi:10.1080/17419160600623434. ISSN 1741-9166. S2CID 143175071.
  5. Casida, JE; Lawrence, LJ (September 1985). "Structure-activity correlations for interactions of bicyclophosphorus esters and some polychlorocycloalkane and pyrethroid insecticides with the brain-specific t-butylbicyclophosphorothionate receptor". Environmental Health Perspectives. 61: 123–32. doi:10.2307/3430066. JSTOR 3430066. PMC 1568750. PMID 2415350.
  6. Casida, John E.; Eto, Morifusa; Moscioni, A.David; Engel, Judith L.; Milbrath, Dean S.; Verkade, John G. (1976). "Structure-toxicity relationships of 2,6,7-trioxabicyclo[2.2.2]-octanes and related compounds". Toxicology and Applied Pharmacology. Elsevier BV. 36 (2): 261–279. doi:10.1016/0041-008x(76)90006-5. ISSN 0041-008X. PMID 1084063.
  7. Mattson, H.; Brandt, K.; Heilbronn, E. (21–26 August 1977). Proceedings of the International Society of Neurochemistry. Sixth International Meeting of the International Society for Neurochemistry. Copenhagen, Denmark. p. 56.
  8. Voronkov, Michail G. (1979). "Biological activity of silatranes". Topics in Current Chemistry. 84. Berlin/Heidelberg: Springer-Verlag. pp. 77–135. doi:10.1007/bfb0048523. ISBN 3-540-09347-8. PMID 388722.
  9. Greaves, JH; Redfern, R; Tinworth, H (August 1974). "Laboratory tests of 5-p-chlorophenyl silatrane as a rodenticide". The Journal of Hygiene. 73 (1): 39–43. doi:10.1017/s0022172400023810. PMC 2130561. PMID 4529452.
  10. Rennison, B. D. (1974). "Field trials of the rodenticide 5-p-chlorophenyl silatrane against wild rats (Rattus norvegicus Berk.)". Journal of Hygiene. Cambridge University Press. 73 (1): 45–48. doi:10.1017/s0022172400023822. ISSN 0022-1724. PMC 2130558. PMID 4529041.


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