Guvacine

Names

[ CAS No. ]:
498-96-4

[ Name ]:
Guvacine

[Synonym ]:
1,2,5,6-Tetrahydro-pyridin-3-carbonsaeure
1,2,5,6-Tetrahydro-3-pyridinecarboxylic acid
1,2,5,6-tetrahydropyridine-3-carboxylic acid
1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLIC ACID HYDROCHLORIDE
3-Pyridinecarboxylic acid,1,2,5,6-tetrahydro
GUVACINE HYDROCHLORIDE
GUVACINE-HCL
1,2,3,6-tetrahydropyridine-5-carboxylic acid
3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-
1,2,5,6-Tetrahydronicotinic acid
Guvacine hydrochloride,1,2,5,6-Tetrahydropyridine-3-carboxylicacidhydrochloride
Guvacine
UNII:41538P325K
MFCD00055191
1,2,5,6-tetrahydro-pyridine-3-carboxylic acid

Biological Activity

[Description]:

Guvacine, an alkaloid found in the nut of Areca catechu, is a potent GABA uptakp inhibitor. Guvacine inhibits rat GAT-1, rat GAT-2 and rat GAT-3 with IC50 values of 39 μM, 58 μM and 378 μM, respectively[1].

[Related Catalog]:

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

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

IC50: 39 μM (rat GAT-1), 58 μM (rat GAT-2), 378 μM (rat GAT-3), 14 μM (human GAT-1), 119 μM (huam GAT-3) and 1870 μM (human BGT-3)[1]

[References]

[1]. L A Borden, et al. Tiagabine, SK&F 89976-A, CI-966, and NNC-711 are selective for the cloned GABA transporter GAT-1. Eur J Pharmacol. 1994 Oct 14;269(2):219-24.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
280.8±35.0 °C at 760 mmHg

[ Melting Point ]:
306 - 309 °C(lit.)

[ Molecular Formula ]:
C₆H₁₀ClNO₂

[ Molecular Weight ]:
127.141

[ Flash Point ]:
123.6±25.9 °C

[ Exact Mass ]:
127.063332

[ PSA ]:
49.33000

[ LogP ]:
0.72

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.518

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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