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S-(2-Aminoethyl)isothiuronium bromide hydrobromide

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S-(2-Aminoethyl)isothiuronium bromide hydrobromide
Names
IUPAC name 2-aminoethyl carbamimidothioate;dihydrobromide
Other names beta-Aminoethylisothiuronium bromide; beta-Aminoethyl isothiourea; 2-(2-Aminoethyl)-2-thiopseudourea dihydrobromide; AET; AI3-23427; Antirad; Antiradon; Ixecur; Pseudourea, (2-aminoethyl)-2-thio-, dihydrobromide; S-(2-Aminoaethyl)isothiuronium dibromid; S-(2-Aminoethyl)isothiuronium dibromide; S-(2-Aminoethyl)pseudothiourea dihydrobromide; S-2-Aminoethylisothiouronium bromide hydrobromide; Surrectan;
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.234 Edit this at Wikidata
EC Number
  • 200-257-0
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H9N3S.2BrH/c4-1-2-7-3(5)6;;/h1-2,4H2,(H3,5,6);2*1HKey: XDVMCVGTDUKDHL-UHFFFAOYSA-N
SMILES
  • C(CSC(=N)N)N.Br.Br
Properties
Chemical formula C3H11Br2N3S
Molar mass 281.015 g/mol
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H302, H315, H319, H335
Precautionary statements P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

S-(2-Aminoethyl)isothiourea dihydrobromide, commonly knwn as AET, is a isothiouronium-group-containing reducing agent with textbook uses as a disulfide reducing agent. Though it does not have a free thiol group (-SH) like 2-mercaptoethanol and dithiothreitol (DTT), it reacts with water to decompose transiently into thiol intermediates that acts on disulfide in a manner to these containing free -SH groups.

Applications

One application of AET is in hematology where red cells are treated with AET to create PNH-like cells.

References

  1. "2-(2-Aminoethyl)isothiourea dihydrobromide". Pubchem.ncbi.NLM.nih.gov.
  2. "2-(2-Aminoethyl)isothiourea dihydrobromide". Pubchem.
  3. Sirchia, G (1969). "In-Vitro Lysis of AET-Treated Normal Red Cells (PNH-like Cells) by Normal and Cirrhotic Sera". British Journal of Haematology. 17 (3): 245–249. doi:10.1111/j.1365-2141.1969.tb01369.x. PMID 4979897. S2CID 46358253.
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