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
CAS Number	926-39-6 ;
3D model (JSmol)	Interactive image;
Abbreviations	EOS
ChemSpider	63409 ;
ECHA InfoCard	100.011.942
EC Number	213-135-7;
PubChem CID	5245535;
UNII	9C8F910HLK ;
CompTox Dashboard (EPA)	DTXSID3044469 ;
	InChI InChI=1S/C2H7NO4S/c3-1-2-7-8(4,5)6/h1-3H2,(H,4,5,6) Key: WSYUEVRAMDSJKL-UHFFFAOYSA-N ;
	SMILES C(COS(=O)(=O)O)N;
Properties
Chemical formula	C2H7NO4S
Molar mass	141.14 g·mol−1
Melting point	277 °C (531 °F; 550 K) (decomposes)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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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]

References

^ 2-Aminoethyl hydrogen sulfate at Sigma-Aldrich
^ 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.
^ German Patent DE2345291: Diuretic aminoalkyl sulfates; Somani, Pitambar; Martin, Donald Lyons (1974)
^ 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.

[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.

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