ACEGLUTAMIDE ALUMINUM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	5C7H11N2O4.3Al.4HO
Molecular Weight	1084.8402
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[OH-].[OH-].[OH-].[OH-].[Al+3].[Al+3].[Al+3].CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O

InChI

InChIKey=IVVHAAOJLULJLK-YDXSIYMFSA-E

InChI=1S/5C7H12N2O4.3Al.4H2O/c5*1-4(10)9-5(7(12)13)2-3-6(8)11;;;;;;;/h5*5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13);;;;4*1H2/q;;;;;3*+3;;;;/p-9/t5*5-;;;;;;;/m00000......./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3814209
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/aceglutamide.html | https://www.ncbi.nlm.nih.gov/pubmed/26444640 | https://www.ncbi.nlm.nih.gov/pubmed/1790087 | https://www.ncbi.nlm.nih.gov/pubmed/7274416

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. Aceglutamide functions as a prodrug to glutamine with improved potency and stability. Aceglutamide is used as a psychostimulant and nootropic, while aceglutamide aluminum 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.

CNS Activity

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Peptic ulcer 72 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1790087	Primary		Approved 8429	Neuramina Approved Use Unknown

PubMed

Title	Date	PubMed
N-acetyl functions and acetate detected by nuclear magnetic resonance spectroscopy of urine to detect renal dysfunction following aminoglycoside and/or glycopeptide antibiotic therapy.	2004	15331932
Absorption of enterally administered N-acetyl-l-glutamine versus glutamine in pigs.	2004 Dec	15556252
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.	2007 Mar	17253138
Understanding carbamoyl-phosphate synthetase I (CPS1) deficiency by using expression studies and structure-based analysis.	2010 Jul	20578160

Patents

Sample Use Guides

In Vivo Use Guide

700 mg bid

Route of Administration: Oral

In Vitro Use Guide

Rat pheochromocytoma cell lines (PC12) were cultured in RPMI-1640 supplemented with 5% FBS and 10% HS, at 37◦C in a humidified atmosphere of 5% CO2 and 95% oxygen. The cells were incubated with Na2S2O4 at a final concentration of 10mM in the sugar and glutamine-free Earle’s solution for 4 h (hypoxia) and the cell solution was then replaced by normal medium without adding glutamine (reoxygenation). Series concentrations of Aceglutamide (0.01, 0.1, 1 and 10 mkM) were added into the culture medium 24 h after the onset of reoxygenation. Control cultures were treated in a similar way except the hypoxic challenge.

Name

Type

Language

ACEGLUTAMIDE ALUMINUM

Official Name

English

KW 110

Code

English

N-ACETYL-L-GLUTAMINE ALUMINUM COMPLEX

Common Name

English

ACEGLUTAMIDE ALUMINUM COMPLEX [MI]

Common Name

English

(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINIUM

Common Name

English

GLUMAL

Brand Name

English

ACEGLUTAMIDE ALUMINUM [JAN]

Common Name

English

(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINUM

Common Name

English

ACEGLUTAMIDE ALUMINIUM [MART.]

Common Name

English

Aceglutamide aluminium [WHO-DD]

Common Name

English

PENTAKIS (N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINUM

Common Name

English

ALUMINIUM, PENTAKIS(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRI-

Common Name

English

ALUMINUM, PENTAKIS(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRI-

Common Name

English

KW-110

Code

English

ACEGLUTAMIDE ALUMINUM COMPLEX

Common Name

English

ACEGLUTAMIDE ALUMINUM [USAN]

Common Name

English

N-ACETYL-L-GLUTAMINE ALUMINIUM COMPLEX

Common Name

English

PENTAKIS (N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINIUM

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29701