Aceglutamide

Aceglutamide
	Stereo, skeletal formula of aceglutamide (S)
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
CAS Number	5817-09-4 R/S ; 161579-61-9 R; 2490-97-3 S;
3D model (JSmol)	Interactive image;
ChemSpider	23836 R/S ; 392045 R ; 158492 S ;
DrugBank	DB04167 ;
ECHA InfoCard	100.017.862
EC Number	219-647-7;
KEGG	D07063 ;
MeSH	aceglutamide
PubChem CID	25561 R/S; 444019 R; 182230 S;
UNII	01J18G9G97 ;
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) Key: KSMRODHGGIIXDV-UHFFFAOYSA-N ;
	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

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]

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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]

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Aceglutamide

See also

References

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