Ethanolamine-O-sulfate

Ethanolamine-O-sulfate[1]
Names
Preferred IUPAC name
2-Aminoethyl hydrogen sulfate
Other names
Aminoethyl sulfate; 2-Aminoethyl hydrogen sulphate; Sulfuric acid mono 2-aminoethyl ester; WAS-34
Identifiers
3D model (JSmol)
Abbreviations EOS
ChemSpider
ECHA InfoCard 100.011.942 Edit this at Wikidata
EC Number
  • 213-135-7
UNII
  • InChI=1S/C2H7NO4S/c3-1-2-7-8(4,5)6/h1-3H2,(H,4,5,6) ☒N
    Key: WSYUEVRAMDSJKL-UHFFFAOYSA-N ☒N
  • C(COS(=O)(=O)O)N
Properties
C2H7NO4S
Molar mass 141.14 g·mol−1
Melting point 277 °C (531 °F; 550 K) (decomposes)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H315, H319, H335
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethanolamine-O-sulfate (EOS) is an ester of sulfuric acid and ethanolamine. EOS is a GABA transaminase inhibitor which prevents the metabolism of GABA.[2] It is used as a biochemical tool in studies involving GABA.

EOS is also a diuretic[3] and an anticonvulsant.[4]

  1. ^ 2-Aminoethyl hydrogen sulfate at Sigma-Aldrich
  2. ^ Gudelsky GA, Apud JA, Masotto C, Locatelli V, Cocchi D, Racagni G, Muller EE (1983). "Ethanolamine-O-sulfate enhances gamma-aminobutyric acid secretion into hypophysial portal blood and lowers serum prolactin concentrations". Neuroendocrinology. 37 (5): 397–9. doi:10.1159/000123580. PMID 6646351.
  3. ^ German Patent DE2345291: Diuretic aminoalkyl sulfates; Somani, Pitambar; Martin, Donald Lyons (1974)
  4. ^ Anlezark, Gill; Horton, Roger W.; Meldrum, Brian S.; Sawaya, M. Christina B. (1976). "Anticonvulsant action of ethanolamine-O-sulfate and di-n-propylacetate and the metabolism of γ-aminobutyric acid (GABA) in mice with audiogenic seizures". Biochemical Pharmacology. 25 (4): 413–417. doi:10.1016/0006-2952(76)90343-9. PMID 779794.