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. It is an acetylated form of the amino acid L-glutamine, the precursor of glutamate in the body and brain. Aceglutamide functions as a prodrug to glutamine with improved potency and stability.

Aceglutamide
Names
Preferred IUPAC name
2-Acetamido-5-amino-5-oxopentanoic acid
Other names
2-(Acetylamino)-glutaramidic acid
α-N-Acetylglutamine;
N-Acetylglutamine
N-Acetyl-L-glutamine
Identifiers
3D model (JSmol)
ChemSpider
DrugBank
ECHA InfoCard 100.017.862
EC Number
  • 219-647-7
KEGG
MeSH aceglutamide
PubChem CID
UNII
  • 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
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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

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