Chlorophenylsilatrane

Chlorophenylsilatrane
Names
	IUPAC name 1-(4-Chlorophenyl)-2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecane
	Other names RS-150
Identifiers
CAS Number	29025-67-0;
3D model (JSmol)	Interactive image;
ChemSpider	90808;
ECHA InfoCard	100.252.129
PubChem CID	100508;
CompTox Dashboard (EPA)	DTXSID1041215 ;
	InChI InChI=1S/C12H16ClNO3Si/c13-11-1-3-12(4-2-11)18-15-8-5-14(6-9-16-18)7-10-17-18/h1-4H,5-10H2 Key: IKFVTMCLFHXPQF-UHFFFAOYSA-N;
	SMILES c1cc(ccc1[Si]23OCCN(CCO2)CCO3)Cl;
Properties
Chemical formula	C12H16ClNO3Si
Molar mass	285.80 g·mol−1
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Extremely toxic
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1.4 mg/kg (rats, oral); 0.9-2.0 mg/kg (mice, oral)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chlorophenylsilatrane is an extremely toxic organosilicon compound that was used as a rodenticide.

Chlorophenylsilatrane was one of the toxic chemicals studied in the Project Coast.^[1]

Toxicity

Chlorophenylsilatrane is a GABA receptor antagonist.^[2] It's a rapid acting convulsant, causing convulsions within 1 minute in mice and rats. Death occurred within 5 minutes.^[3]

References

^ "Project Coast, Part One: The mad doctor and the forgotten rat poison". Toxic Terror.
^ 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. PMC 1568750. PMID 2415350.
^ 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. PMC 4529452. PMID 4529452.

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[1] "Project Coast, Part One: The mad doctor and the forgotten rat poison". Toxic Terror.

[2] 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. PMC 1568750. PMID 2415350.

[3] 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. PMC 4529452. PMID 4529452.

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v t e Convulsants
GABA receptor antagonists	Bicuculline Bicyclic phosphates (TBPS, TBPO, IPTBO) BIDN Chlorophenylsilatrane Cicutoxin Cloflubicyne Coriamyrtin Dihydropicrotoxinin DMCM EBOB Endosulfan FG-7142 Fipronil Flurothyl Gabazine Oenanthotoxin Pentylenetetrazol Phenylsilatrane Picrotoxin p-CN-TBOB p-NCS-TBOB RDX TBOB Tetramethylenedisulfotetramine Thujone Trimethylolpropane phosphite Tutin
GABA synthesis inhibitors	3-Mercaptopropionic acid 4-Deoxypyridoxine Allylglycine Crimidine Decaborane Ginkgotoxin Isoniazid Pentaborane Thiocarbohydrazide Toxopyrimidine
Glycine receptor antagonists	Coriamyrtin Dendrobine Picrotoxin Strychnine Tutin
Glutamate receptor agonists	AMPA Domoic acid Kainic acid NMDA Quisqualic acid Tetrazolylglycine
Convulsant barbiturates	CHEB DMBB McN-481
Other	2,2,3,3-Tetrafluoropropyl trifluoromethyl ether Bromocamphor Camphor FAZ-4 Fluoroethyl fluoroacetate MC-2973 Methionine sulfoximine Methyl fluoroacetate Nitrocyclohexane Thebaine

v t e Neurotoxins
Animal toxins	Batrachotoxin Bestoxin Birtoxin Bungarotoxin Charybdotoxin Conotoxin Fasciculin Huwentoxin Poneratoxin Saxitoxin Tetrodotoxin Vanillotoxin Spooky toxin (SsTx) Epibatidine Zetekitoxin AB Dendrotoxin
Bacterial	Botulinum toxin Tetanospasmin
Cyanotoxins	Anatoxin-a Guanitoxin BMAA Saxitoxin
Plant toxins	Aconitine Bicuculline Penitrem A Picrotoxin Strychnine Tutin Rotenone Ginkgotoxin Cicutoxin Oenanthotoxin Thujone Volkensin Veratridine
Mycotoxins	Ibotenic acid Muscarine Muscimol
Pesticides	Fenpropathrin Tetramethylenedisulfotetramine Bromethalin Crimidine Methamidophos Endosulfan Fipronil Phenylsilatrane Chlorophenylsilatrane Sulfuryl fluoride Mipafox Schradan Dimefox
Nerve agents	Cyclosarin EA-3148 Novichok agent Sarin Soman Tabun VE VG VM VP VR VX GV EA-3990 EA-4056 T-1123 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) Fluorotabun Chinese VX EA-2192
Bicyclic phosphates	TBPS TBPO IPTBO
Cholinergic neurotoxins	Acetylcholine mustard Catecholine Choline mustard Ethylcholine mustard Hemicholinium mustard
Psychoactive drugs	Alcohol Nitrous oxide
Other	Dimethylcadmium Dimethylmercury Toxopyrimidine IDPN Tetraethyllead

Toxicity

See also

References