γ-Acetylenic GABA

Names

[ Name ]:
γ-Acetylenic GABA

[Synonym ]:
5-Hexynoic acid,4-amino
Acetylenic GABA-7
4-aminohexynoate

Biological Activity

[Description]:

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].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

GABA-transaminase[1]

[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.

[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.

[3]. Alabed S, et, al. Gamma-aminobutyric acid agonists for neuroleptic-induced tardive dyskinesia. Cochrane Database Syst Rev. 2011 Apr 13;(4):CD000203.

Chemical & Physical Properties

[ Density]:
1.155g/cm3

[ Boiling Point ]:
291.1ºC at 760 mmHg

[ Molecular Formula ]:
C₆H₉NO₂

[ Molecular Weight ]:
127.14100

[ Flash Point ]:
129.8ºC

[ Exact Mass ]:
127.06300

[ PSA ]:
63.32000

[ LogP ]:
0.51200

[ Index of Refraction ]:
1.506

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MR0180450

CHEMICAL NAME :: 5-Hexynoic acid, 4-amino-

CAS REGISTRY NUMBER :: 57659-38-8

LAST UPDATED :: 199103

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C6-H9-N-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 310 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Skin and Appendages - hair

REFERENCE :: NEPHBW Neuropharmacology. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.9- 1970- Volume(issue)/page/year: 21,803,1982

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%