Aceglutamide

Aceglutamide (brand name Neuramina), or aceglutamide aluminium (brand name Glumal), also known as acetylglutamine, is a psychostimulant, nootropic, and antiulcer agent that is marketed in Spain and Japan.^[1][2][3][4] It is an acetylated form of the amino acid L-glutamine, the precursor of glutamate in the body and brain.^[5] Aceglutamide functions as a prodrug to glutamine with improved potency and stability.^[5]

Quick facts Names, Identifiers ...

Aceglutamide

Names
Preferred IUPAC name 2-Acetamido-5-amino-5-oxopentanoic acid
Other names 2-(Acetylamino)-glutaramidic acid α-N-Acetylglutamine;[1] N-Acetylglutamine N-Acetyl-L-glutamine
Identifiers
CAS Number	5817-09-4 R/S Y 161579-61-9 R 2490-97-3 S
3D model (JSmol)	Interactive image
ChemSpider	23836 R/S Y 392045 R Y 158492 S Y
DrugBank	DB04167 Y
ECHA InfoCard	100.017.862
EC Number	219-647-7
KEGG	D07063 Y
MeSH	aceglutamide
PubChem CID	25561 R/S 444019 R 182230 S
UNII	01J18G9G97 Y
CompTox Dashboard (EPA)	DTXSID2048959
InChI InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13) Y Key: KSMRODHGGIIXDV-UHFFFAOYSA-N Y
SMILES CC(=O)NC(CCC(N)=O)C(O)=O
Properties
Chemical formula	C7H12N2O4
Molar mass	188.183 g·mol−1
Appearance	White crystals
Melting point	197 °C (387 °F; 470 K)
Related compounds
Related alkanoic acids	N-Acetylaspartic acid N-Acetylglutamic acid Citrulline Pivagabine
Related compounds	Bromisoval Carbromal
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Close

Aceglutamide is used as a psychostimulant and nootropic, while aceglutamide aluminium is used in the treatment of ulcers.^[6][7][8][9] Aceglutamide can also be used as a liquid-stable source of glutamine to prevent damage from protein energy malnutrition.^[10][11][12] The drug has shown neuroprotective effects in an animal model of cerebral ischemia.^[5]