TACA

Modify Date: 2024-01-08 12:24:01

TACA Structure
TACA structure
Common Name TACA
CAS Number 38090-53-8 Molecular Weight 101.10400
Density 1.169 g/cm3 Boiling Point 300.4ºC at 760 mmHg
Molecular Formula C4H7NO2 Melting Point >158°C (lit.)
MSDS USA Flash Point 135.5ºC

 Use of TACA


TACA (trans-4-Aminocrotonic acid) is a potent agonist of GABAA and GABAC receptors (KD= 0.6 μM). TACA also is GABA uptake inhibitor and substrate for GABA-T. TACA produces late biphasic responses in the MPG neurons[1][2][3].

 Names

Name trans-4-Aminocrotonicacid
Synonym More Synonyms

 TACA Biological Activity

Description TACA (trans-4-Aminocrotonic acid) is a potent agonist of GABAA and GABAC receptors (KD= 0.6 μM). TACA also is GABA uptake inhibitor and substrate for GABA-T. TACA produces late biphasic responses in the MPG neurons[1][2][3].
Related Catalog
Target

KD: 0.6 μM (GABAC)[1].

In Vivo TACA is a potent competitive inhibitor of GABA uptake in rat brain slices and thus is possibly a substrate for the GABA uptake system[3].
References

[1]. Chebib M, et al. Analogues of gamma-aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) substituted in the 2 position as GABAC receptor antagonists. Br J Pharmacol. 1997;122(8):1551-1560.

[2]. Akasu T, et al. Role of GABAA and GABAC receptors in the biphasic GABA responses in neurons of the rat major pelvic ganglia. J Neurophysiol. 1999;82(3):1489-1496.

[3]. Johnston GA, et al. Cis- and trans-4-aminocrotonic acid as GABA analogues of restricted conformation. J Neurochem. 1975;24(1):157-160.

 Chemical & Physical Properties

Density 1.169 g/cm3
Boiling Point 300.4ºC at 760 mmHg
Melting Point >158°C (lit.)
Molecular Formula C4H7NO2
Molecular Weight 101.10400
Flash Point 135.5ºC
Exact Mass 101.04800
PSA 63.32000
LogP 0.28620

 Safety Information

Safety Phrases S22-S24/25

 Synthetic Route

~%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Musashi Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1954 , vol. 297, p. 71 Full Text View citing articles Show Details Johnston et al. J.Neurochem., 1975 , vol. 24, p. 157

~%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Merck and Co., Inc. Patent: US4579851 A1, 1986 ; US 4579851 A

~%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Liu, Siming; Hanzlik, Robert P. Journal of Medicinal Chemistry, 1992 , vol. 35, # 6 p. 1067 - 1075

~53%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Allan; Johnston; Twitchin Australian Journal of Chemistry, 1980 , vol. 33, # 5 p. 1115 - 1122

~%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Balenovic et al. Journal of Organic Chemistry, 1954 , vol. 19, p. 1589,1591

~%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Allan,R.D.; Twitchin,B. Australian Journal of Chemistry, 1978 , vol. 31, p. 2283 - 2289

~%

TACA Structure

TACA

CAS#:38090-53-8

Literature: Rambaud Bulletin de la Societe Chimique de France, 1936 , vol. <5>3, p. 139

 Synonyms

MFCD00673818
4-Amino-trans-crotonsaeure
4-amino-trans-crotonic acid
trans-4-Aminocrotonic acid,TACA
4-amino-2-butenoic acid
trans-4-aminocrotonic acid