Aceglutamide

Aceglutamide
Names

IUPAC name N²-Acetylglutamine
Other names α-N-Acetylglutamine
Identifiers
CAS Registry Number	2490-97-3 S^Y
ChemSpider	23836^Y 392045 R^Y 158492 S^Y
DrugBank	DB04167^Y
EC number	219-647-7
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
Jmol-3D images	Image Image
KEGG	D07063^Y
MeSH	aceglutamide
PubChem	25561 444019 R 182230 S
SMILES Cc(:[o]):[nH]C(CCc(:[nH2]):[o])c(:[o]):[oH] CC(=O)NC(CCC(N)=O)C(O)=O
UNII	01J18G9G97^Y
Properties
Molecular formula	C₇H₁₂N₂O₄
Molar mass	188.18 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 noted otherwise, data is 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