Aceglutamide

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Aceglutamide
Stereo, skeletal formula of aceglutamide (S)
Names
IUPAC name
2-(Acetylamino)-glutaramidic acid
Other names
KW-110; α-N-Acetylglutamine[1]
Identifiers
2490-97-3 S YesY
ChemSpider 23836 YesY
392045 R YesY
158492 S YesY
DrugBank DB04167 YesY
EC Number 219-647-7
Jmol 3D model Interactive image
Interactive image
KEGG D07063 YesY
MeSH aceglutamide
PubChem 25561
444019 R
182230 S
UNII 01J18G9G97 YesY
  • 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) YesY
    Key: KSMRODHGGIIXDV-UHFFFAOYSA-N YesY
  • Cc(:[o]):[nH]C(CCc(:[nH2]):[o])c(:[o]):[oH]
  • CC(=O)NC(CCC(N)=O)C(O)=O
Properties
C7H12N2O4
Molar mass 188.18 g·mol−1
Appearance White crystals
Melting point 197 °C (387 °F; 470 K)
Related compounds
Related alkanoic acids
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 (INN, JAN) (brand name Neuramina), or aceglutamide aluminum (JAN, USAN) (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] Aceglutamide is used as a psychostimulant and nootropic, while aceglutamide aluminum 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]

References

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  11. JP 10101576 
  12. US 2003099722 



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