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 Y

3D model (JSmol)

* Interactive image

Abbreviations  | EOS
ChemSpider |

* 63409 Y

EC Number |

* 213-135-7

PubChem CID

* 5245535

UNII |

* 9C8F910HLK Y

InChI

* InChI=1S/C2H7NO4S/c3-1-2-7-8(4,5)6/h1-3H2,(H,4,5,6) N

Key: WSYUEVRAMDSJKL-UHFFFAOYSA-N 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 pictograms |
GHS Signal word | Warning

GHS 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).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

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

1. ↑ 2-Aminoethyl hydrogen sulfate at Sigma-Aldrich
2. ↑ "Ethanolamine-O-sulfate enhances gamma-aminobutyric acid secretion into hypophysial portal blood and lowers serum prolactin concentrations". Neuroendocrinology 37 (5): 397–9. 1983. 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.

* v
* t
* e

Anticonvulsants (N03)

GABAergics|

| GABAAR PAMs|

* Barbiturates: Barbexaclone
* Metharbital
* Methylphenobarbital
* Pentobarbital
* Phenobarbital#
* Primidone; Carbamates: Felbamate; Benzodiazepines: Clobazam
* Clonazepam
* Clorazepate
* Diazepam#
* Lorazepam#
* Midazolam
* Nimetazepam
* Nitrazepam
* Temazepam; Others: Bromide (potassium bromide, sodium bromide)
* Imepitoin
* Paraldehyde
* Stiripentol

|

GABA-T inhibitors|

* Fatty acids (and related): Valproate
* Valpromide
* Valproate pivoxil
* Vigabatrin

Others|

* GABAR agonists: Progabide; GAT-1 inhibitors: Tiagabine

Channel
modulators|

| Sodium blockers|

* Hydantoins: Ethotoin
* Fosphenytoin
* Mephenytoin
* Phenytoin#; Ureides: Acetylpheneturide
* Chlorphenacemide
* Phenacemide‡
* Pheneturide; Fatty acids: Valproate
* Valpromide
* Valproate pivoxil; Carboxamides: Carbamazepine#
* Eslicarbazepine acetate
* Oxcarbazepine; Others: Lacosamide
* Lamotrigine#
* Rufinamide
* Topiramate
* Zonisamide

|

Calcium blockers|

* Oxazolidinediones: Ethadione
* Paramethadione
* Trimethadione; Succinimides: Ethosuximide#
* Mesuximide
* Phensuximide; Gabapentinoids: Gabapentin
* Pregabalin; Others: Imepitoin
* Lamotrigine#
* Topiramate
* Zonisamide

Potassium openers|

* Retigabine

Others|

| CA inhibitors|

* Sulfonamides: Acetazolamide
* Ethoxzolamide
* Sultiame
* Topiramate
* Zonisamide

|

Others|

* Albutoin
* Beclamide
* Brivaracetam
* Cannabidiol
* Etiracetam
* Levetiracetam
* Perampanel

* #WHO-EM
* ‡Withdrawn from market
* Clinical trials:
* †Phase III
* §Never to phase III

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*[CID]: Compound ID
*[H302]: Harmful if swallowed
*[H315]: Causes skin irritation
*[H319]: Causes serious eye irritation
*[H335]: May cause respiratory irritation
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