ChemicalBook--->CAS DataBase List--->57659-38-8

57659-38-8

57659-38-8 Structure

57659-38-8 Structure
IdentificationBack Directory
[Name]

GAMMA-ACETYLENIC GABA
[CAS]

57659-38-8
[Synonyms]

RMI-71645
γ-Acetylenic GABA
GAMMA-ACETYLENIC GABA
4-amino-5-hexynoicaci
4-AMINO-5-HEXYNOIC ACID
5-Hexynoic acid, 4-amino-
[Molecular Formula]

C6H9NO2
[MDL Number]

MFCD00468056
[MOL File]

57659-38-8.mol
[Molecular Weight]

127.14
Chemical PropertiesBack Directory
[Boiling point ]

291.1±30.0 °C(Predicted)
[density ]

1.155±0.06 g/cm3(Predicted)
[solubility ]

H2O: 5 mg/mL
[form ]

solid
[pka]

4.24±0.10(Predicted)
[color ]

white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[RTECS ]

MR0180450
Hazard InformationBack Directory
[Uses]

γ-Acetylenic GABA (4-Aminohex-5-ynoic acid) is an irreversible inhibitor of GABA-transaminase. γ-Acetylenic GABA can increase the concentration of GABA in rat brain[1][2][3]. γ-Acetylenic GABA is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[in vivo]

γ-Acetylenic GABA (100 mg/kg i.p.) inhibits GABA-transaminase activity and causes a several-fold increase in the concentration of GABA in rat brain[2].

[References]

[1] Casey DE, et, al. gamma-Acetylenic GABA in tardive dyskinesia. Arch Gen Psychiatry. 1980 Dec;37(12):1376-9. DOI:10.1001/archpsyc.1980.01780250062007
[2] Palfreyman MG, et, al. The effect of gamma-acetylenic GABA, an enzyme-activated irreversible inhibitor of GABA-transaminase, on dopamine pathways of the extrapyramidal and limbic systems. Eur J Pharmacol. 1978 Aug 15;50(4):325-36. DOI:10.1016/0014-2999(78)90138-3
[3] Alabed S, et, al. Gamma-aminobutyric acid agonists for neuroleptic-induced tardive dyskinesia. Cochrane Database Syst Rev. 2011 Apr 13;(4):CD000203. DOI:10.1002/14651858.CD000203.pub3
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