Aceglutamide

Aceglutamide
Names
	IUPAC name N2-Acetylglutamine[citation needed]
	Other names α-N-Acetylglutamine[citation needed]
Identifiers
CAS Number	2490-97-3 S ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	23836 ; 392045 R ; 158492 S ;
DrugBank	DB04167 ;
ECHA InfoCard	100.017.862
EC Number	219-647-7;
KEGG	D07063 ;
MeSH	aceglutamide
PubChem CID	25561; 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]):[nH]C(CCc(:[nH2]):[o])c(:[o]):[oH]; 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 is a psychostimulant and nootropic^[1] used to improve memory and concentration.^[2] Chemically, it is the acetyl derivative of the amino acid L-glutamine.

The salt aceglutamide aluminum (also known as KW-110 and Glumal) is effective in the treatment of ulcers.^[3]^[4]^[5]^[6]

Aceglutamide can also be used as a liquid-stable source of glutamine to prevent damage from protein energy malnutrition.^[7]^[8]^[9]

References

^ Merck Index, 11th Edition, 21
^ Macdonald, F, ed. (1997). Dictionary of pharmacological agents. p. A-00018. ISBN 978-0-412-46630-4.
^ Ito, M; Yokochi, E; Kobayashi, C; Suzuki, Y (1982). "Studies on defensive factors of experimental ulcers (2). Increasing action of aceglutamide aluminum on defensive factors in acetic acid ulcers of rats (author's transl)". Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 79 (4): 327–34. PMID 7095654.
^ Harada, Masatoshi; Yano, Shingo (1974). "Inhibitory effect of N-acetyl-L-glutamine aluminum complex (KW-110) and related compounds on gastric erosion and motility in stressed animals". Oyo Yakuri. 8 (1): 1–6.
^ Varas Lorenzo, MJ; López Martínez, A; Gordillo Bernal, J; Mundet Surroca, J (1991). "Comparative study of 3 drugs (aceglutamide aluminum, zinc acexamate, and magaldrate) in the long-term maintenance treatment (1 year) of peptic ulcer". Revista espanola de enfermedades digestivas : organo oficial de la Sociedad Espanola de Patologia Digestiva. 80 (2): 91–4. PMID 1790087.
^ Tanaka, H; Shuto, K; Marumo, H (1982). "Effect of N-acetyl-L-glutamine aluminum complex (KW-110), an antiulcer agent, on the non-steroidal anti-inflammatory drug-induced exacerbation of gastric ulcer in rats". Japanese journal of pharmacology. 32 (2): 307–13. doi:10.1254/jjp.32.307. PMID 7098147.
^ Lopez-Pedrosa Jose M; Manzano Manuel; Baxter Jeffrey H; Rueda Ricardo (2007). "N-acetyl-L-glutamine, a liquid-stable source of glutamine, partially prevents changes in body weight and on intestinal immunity induced by protein energy malnutrition in pigs". Digestive diseases and sciences. 52 (3): 650–658. doi:10.1007/s10620-006-9500-y. PMID 17253138.
^ JP 10101576
^ US 2003099722

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[1] Merck Index, 11th Edition, 21

[2] Macdonald, F, ed. (1997). Dictionary of pharmacological agents. p. A-00018. ISBN 978-0-412-46630-4.

[3] Ito, M; Yokochi, E; Kobayashi, C; Suzuki, Y (1982). "Studies on defensive factors of experimental ulcers (2). Increasing action of aceglutamide aluminum on defensive factors in acetic acid ulcers of rats (author's transl)". Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 79 (4): 327–34. PMID 7095654.

[4] Harada, Masatoshi; Yano, Shingo (1974). "Inhibitory effect of N-acetyl-L-glutamine aluminum complex (KW-110) and related compounds on gastric erosion and motility in stressed animals". Oyo Yakuri. 8 (1): 1–6.

[5] Varas Lorenzo, MJ; López Martínez, A; Gordillo Bernal, J; Mundet Surroca, J (1991). "Comparative study of 3 drugs (aceglutamide aluminum, zinc acexamate, and magaldrate) in the long-term maintenance treatment (1 year) of peptic ulcer". Revista espanola de enfermedades digestivas : organo oficial de la Sociedad Espanola de Patologia Digestiva. 80 (2): 91–4. PMID 1790087.

[6] Tanaka, H; Shuto, K; Marumo, H (1982). "Effect of N-acetyl-L-glutamine aluminum complex (KW-110), an antiulcer agent, on the non-steroidal anti-inflammatory drug-induced exacerbation of gastric ulcer in rats". Japanese journal of pharmacology. 32 (2): 307–13. doi:10.1254/jjp.32.307. PMID 7098147.

[7] Lopez-Pedrosa Jose M; Manzano Manuel; Baxter Jeffrey H; Rueda Ricardo (2007). "N-acetyl-L-glutamine, a liquid-stable source of glutamine, partially prevents changes in body weight and on intestinal immunity induced by protein energy malnutrition in pigs". Digestive diseases and sciences. 52 (3): 650–658. doi:10.1007/s10620-006-9500-y. PMID 17253138.

[8] JP 10101576

[9] US 2003099722

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