Aceglutamide
Names | |
---|---|
Preferred IUPAC name 2-Acetamido-5-amino-5-oxopentanoic acid | |
Other names | |
Identifiers | |
CAS Number |
|
3D model (JSmol) |
|
ChemSpider |
|
DrugBank |
|
ECHA InfoCard | 100.017.862 |
EC Number |
|
KEGG |
|
MeSH | aceglutamide |
PubChem CID |
|
UNII |
|
CompTox Dashboard (EPA) |
|
InChI
| |
| |
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 |
|
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 (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]
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]
See also
- Aceburic acid
- Aceturic acid
- N-Acetylglutamic acid
References
- ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 3–. ISBN 978-1-4757-2085-3.
- ^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 6–. ISBN 978-3-88763-075-1.
- ^ William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 35–. ISBN 978-0-8155-1856-3.
- ^ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 3–. ISBN 978-94-011-4439-1.
- ^ a b c Zhang R, Yang N, Ji C, Zheng J, Liang Z, Hou CY, et al. (2015). "Neuroprotective effects of Aceglutamide on motor function in a rat model of cerebral ischemia and reperfusion". Restorative Neurology and Neuroscience. 33 (5): 741–59. doi:10.3233/RNN-150509. PMID 26444640.
- ^ Ito M, Yokochi E, Kobayashi C, Suzuki Y (April 1982). "[Studies on defensive factors of experimental ulcers (2). Increasing action of aceglutamide aluminium on defensive factors in acetic acid ulcers of rats (author's transl)]". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica. 79 (4): 327–34. doi:10.1254/fpj.79.327. PMID 7095654.
- ^ Harada M, Yano S (1974). "Inhibitory effect of N-acetyl-L-glutamine aluminium 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 (August 1991). "[Comparative study of 3 drugs (aceglutamide aluminium, zinc acexamate, and magaldrate) in the long-term maintenance treatment (1 year) of peptic ulcer]". Revista Espanola de Enfermedades Digestivas. 80 (2): 91–4. PMID 1790087.
- ^ Tanaka H, Shuto K, Marumo H (April 1982). "Effect of N-acetyl-L-glutamine aluminium 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.
- ^ López-Pedrosa JM, Manzano M, Baxter JH, Rueda R (March 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): 650–8. doi:10.1007/s10620-006-9500-y. PMID 17253138. S2CID 37484555.
- ^ JP H10101576, Sasaki, Kazuyuki & Hayakawa, Toru, "Treating medicine for digestive organ disease", published 1998-04-21, assigned to Nisshin Flour Milling Co Ltd.
- ^ US application 2003099722, Baxter, Jeffrey, "Methods and compositions for providing glutamine", published 2003-05-29, assigned to Abbott Laboratories , abandoned during patent examination
- v
- t
- e
- 3-Fluoromethcathinone
- 3,4-DMMC
- 4-BMC
- 4-CMC
- 4-Methylbuphedrone
- 4-Methylcathinone
- 4-MEAP
- 4-Methylpentedrone
- Amfepramone
- Benzedrone
- Buphedrone
- Bupropion
- Butylone
- Cathinone
- Dimethylcathinone
- Ethcathinone
- Ethylone
- Flephedrone
- Hexedrone
- Isoethcathinone
- Mephedrone
- Methcathinone
- Methedrone
- Methylenedioxycathinone
- Methylone
- Mexedrone
- N-Ethylbuphedrone
- N-Ethylhexedrone
- Pentedrone
- Pentylone
- Phthalimidopropiophenone
- A-84,543
- A-366,833
- ABT-202
- ABT-418
- AR-R17779
- Altinicline
- Anabasine
- Arecoline
- Bradanicline
- Cotinine
- Cytisine
- Dianicline
- Epibatidine
- Epiboxidine
- GTS-21
- Ispronicline
- Nicotine
- PHA-543,613
- PNU-120,596
- PNU-282,987
- Pozanicline
- Rivanicline
- Sazetidine A
- SIB-1553A
- SSR-180,711
- TC-1698
- TC-1827
- TC-2216
- Tebanicline
- UB-165
- Varenicline
- WAY-317,538
- 1-(4-Methylphenyl)-2-aminobutane
- 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane
- 2-Fluoroamphetamine
- 2-Fluoromethamphetamine
- 2-OH-PEA
- 2-Phenyl-3-aminobutane
- 2,3-MDA
- 3-Fluoroamphetamine
- 3-Fluoroethamphetamine
- 3-Methoxyamphetamine
- 3-Methylamphetamine
- 4-Fluoroamphetamine
- 4-Fluoromethamphetamine
- 4-MA
- 4-MMA
- 4-MTA
- 6-FNE
- AL-1095
- Alfetamine
- a-Ethylphenethylamine
- Amfecloral
- Amfepentorex
- Amidephrine
- 2-Amino-1,2-dihydronaphthalene
- 2-Aminoindane
- 5-(2-Aminopropyl)indole
- 2-Aminotetralin
- Acridorex
- Amphetamine (Dextroamphetamine, Levoamphetamine)
- Amphetaminil
- Arbutamine
- β-Methylphenethylamine
- β-Phenylmethamphetamine
- Benfluorex
- Benzphetamine
- BDB
- BOH
- 3-Benzhydrylmorpholine
- BPAP
- Camfetamine
- Cathine
- Chlorphentermine
- Cilobamine
- Cinnamedrine
- Clenbuterol
- Clobenzorex
- Cloforex
- Clortermine
- Cypenamine
- D-Deprenyl
- Denopamine
- Dimethoxyamphetamine
- Dimethylamphetamine
- Dobutamine
- DOPA (Dextrodopa, Levodopa)
- Dopamine
- Dopexamine
- Droxidopa
- EBDB
- Ephedrine
- Epinephrine
- Epinine
- Etafedrine
- Ethylnorepinephrine
- Etilamfetamine
- Etilefrine
- Famprofazone
- Fencamfamin
- Fencamine
- Fenethylline
- Fenfluramine (Dexfenfluramine, Levofenfluramine)
- Fenproporex
- Feprosidnine
- Fludorex
- Formetorex
- Furfenorex
- Gepefrine
- Hexapradol
- HMMA
- Hordenine
- 4-Hydroxyamphetamine
- 5-Iodo-2-aminoindane
- Ibopamine
- Indanylamphetamine
- Iofetamine
- Isoetarine
- Isoprenaline
- L-Deprenyl (Selegiline)
- Lefetamine
- Lisdexamfetamine
- Lophophine
- MBDB
- MDA (tenamfetamine)
- MDBU
- MDEA
- MDMA (midomafetamine)
- MDMPEA
- MDOH
- MDPR
- MDPEA
- Mefenorex
- Mephentermine
- Metanephrine
- Metaraminol
- Mesocarb
- Methamphetamine (Dextromethamphetamine, Levomethamphetamine)
- Methoxamine
- Methoxyphenamine
- MMA
- Methoxyphenamine
- MMDA
- MMDMA
- MMMA
- Morforex
- N,alpha-Diethylphenylethylamine
- N,N-Dimethylphenethylamine
- Naphthylamphetamine
- Nisoxetine
- Norepinephrine
- Norfenefrine
- Norfenfluramine
- Normetanephrine
- L-Norpseudoephedrine
- Octopamine
- Orciprenaline
- Ortetamine
- Oxifentorex
- Oxilofrine
- PBA
- PCA
- PCMA
- PHA
- Pentorex
- Phenatine
- Phenpromethamine
- Phentermine
- Phenylalanine
- Phenylephrine
- Phenylpropanolamine
- Pholedrine
- PIA
- PMA
- PMEA
- PMMA
- PPAP
- Prenylamine
- Propylamphetamine
- Pseudoephedrine
- Ropinirole
- Salbutamol (Levosalbutamol)
- Sibutramine
- Solriamfetol
- Synephrine
- Theodrenaline
- Tiflorex
- Tranylcypromine
- Tyramine
- Tyrosine
- Xylopropamine
- Zylofuramine
- 1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine
- 2-Benzylpiperidine
- 2-Methyl-3-phenylpiperidine
- 3,4-Dichloromethylphenidate
- 4-Benzylpiperidine
- 4-Fluoromethylphenidate
- 4-Methylmethylphenidate
- Desoxypipradrol
- Difemetorex
- Diphenylpyraline
- Ethylnaphthidate
- Ethylphenidate
- Methylnaphthidate
- Isopropylphenidate
- JZ-IV-10
- Methylphenidate (Dexmethylphenidate)
- Nocaine
- Phacetoperane
- Pipradrol
- Propylphenidate
- Serdexmethylphenidate
- SCH-5472
- 4-fluorotropacocaine
- 4'-Fluorococaine
- Altropane (IACFT)
- Brasofensine
- CFT (WIN 35,428)
- β-CIT (RTI-55)
- Cocaethylene
- Cocaine
- Dichloropane (RTI-111)
- Difluoropine
- FE-β-CPPIT
- FP-β-CPPIT
- Ioflupane (123I)
- Norcocaine
- PIT
- PTT
- RTI-31
- RTI-32
- RTI-51
- RTI-112
- RTI-113
- RTI-120
- RTI-121 (IPCIT)
- RTI-126
- RTI-150
- RTI-177
- RTI-229
- RTI-336
- RTI-354
- RTI-371
- RTI-386
- Salicylmethylecgonine
- Tesofensine
- Troparil (β-CPT, WIN 35,065-2)
- Tropoxane
- WF-23
- WF-33
- 2-MDP
- 3,3-Diphenylcyclobutanamine
- Amfonelic acid
- Amineptine
- Amiphenazole
- Atipamezole
- Atomoxetine
- Bemegride
- Benzydamine
- BTQ
- BTS 74,398
- Centanafadine
- Ciclazindol
- Clofenciclan
- Cropropamide
- Crotetamide
- D-161
- Desipramine
- Diclofensine
- Dimethocaine
- Efaroxan
- Etamivan
- Fenisorex
- Fenpentadiol
- Gamfexine
- Gilutensin
- GSK1360707F
- GYKI-52895
- Hexacyclonate
- Idazoxan
- Indanorex
- Indatraline
- JNJ-7925476
- Lazabemide
- Leptacline
- Lomevactone
- LR-5182
- Mazindol
- Meclofenoxate
- Medifoxamine
- Mefexamide
- Methamnetamine
- Methastyridone
- Methiopropamine
- Naphthylaminopropane
- Nefopam
- Nikethamide
- Nomifensine
- O-2172
- Oxaprotiline
- PNU-99,194
- PRC200-SS
- Rasagiline
- Rauwolscine
- Rubidium chloride
- Setazindol
- Tametraline
- Tandamine
- Thiopropamine
- Thiothinone
- Trazium
- UH-232
- Yohimbine