Dithiatetraazaadamantanetetroxide

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Structural formula
Structural formula of dithiatetraazaadamantanetetroxide
General
Surname Dithiatetraazaadamantanetetroxide
other names
  • 2,6-dithia-1,3,5,7-tetraazaadamantane-2,2,6,6-tetroxide
  • Tetramine
  • Tetramethylene disulfotetramine
  • TETS
Molecular formula C 4 H 8 N 4 O 4 S 2
External identifiers / databases
CAS number 80-12-6
EC number 804-552-0
ECHA InfoCard 100.231.255
PubChem 64148
Wikidata Q7706590
properties
Molar mass 240.26 g mol −1
Physical state

firmly

Melting point

decomposes at 255–260 ° C

solubility

very heavy in water (0.25 g l −1 )

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 300
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dithiatetraazaadamantantetroxid is a chemical compound from the group of adamantanes .

Dithiatetraazaadamantantetroxid acts as a non-competitive GABA A receptor - antagonist and is a strong convulsive poison . The compound is five times more toxic than strychnine .

history

During the Second World War, the search for a non-flammable fiber impregnated material with sulfamide and formaldehyde, causing severe symptoms of intoxication to workers. In 1949 Gerhard Hecht and Hans Henecka identified the dithiatetraazaadamantanetetroxide as the cause and reported on the synthesis . In the same year the compound was patented as a rodenticide by Bayer AG . In 1959, the knowledge about the synthesis of dithiatetraazaadamantantetroxid and its application as a rat poison came to the People's Republic of China .

Extraction and presentation

Dithiatetraazaadamantanetetroxid can be prepared by condensation of sulfamide with formaldehyde in hydrochloric acid solution.

use

Dithiatetraaza adamantane tetroxide was used as a rodenticide. Although the compound has been banned in the PRC since 1984, there was still mass poisoning there in the 2000s .

Individual evidence

  1. ↑ a b Entry on dithiatetraazaadamantantetroxid in the GESTIS substance database of the IFA , accessed on August 25, 2015(JavaScript required) .
  2. ↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of CAS number: 80-12-6 in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on September 16, 2017, is reproduced from a self-classification by the distributor .
  3. ↑ a b c G. Hecht, H. Henecka: About a highly toxic condensation product of sulfamide and formaldehyde . In: Angewandte Chemie . tape 61 , no. September 9 , 1949, p. 365-366 , doi : 10.1002 / anie.19490610905 .
  4. ↑ a b Eugen Müller : Newer views of organic chemistry: Organic chemistry for advanced students . 2nd Edition. Springer, 1957, p. 57 , doi : 10.1007 / 978-3-642-87591-5 .
  5. ↑ Patent US2650186 : Rodenticidal compositions. Registered on December 10, 1949 , published on August 25, 1953 , applicant: Bayer AG , inventors: Gerhard Hecht, Hans Henecka, Marianne Meisenheimer. ‌
  6. ↑ 莫若 瑩 ， 秦 錫 元. 毒 雀 灭鼠 药 —— 四次 甲基 二 碸 四 胺 的 合成. 藥學 通報 ， 1959，7 (8): 395
  7. ^ A b K. Scott Whitlow, Martin Belson, Fermin Barrueto, Lewis Nelson, Alden K. Henderson: Tetramethylenedisulfotetramine: old agent and new terror . In: Annals of Emergency Medicine . tape 45 , no. 6 , June 2005, p. 609-613 , doi : 10.1016 / j.annemergmed.2004.09.009 , PMID 15940093 ( PDF ). PDF ( Memento from September 3, 2013 in the Internet Archive )