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G002

Sigma-Aldrich

Isoguvacine hydrochloride

solid

Synonyme(s) :

1,2,3,6-Tetrahydro-4-pyridinecarboxylic acid hydrochloride

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About This Item

Formule empirique (notation de Hill):
C6H9NO2 · HCl
Numéro CAS:
68547-97-7
Poids moléculaire :
163.60
Numéro MDL:
MFCD00055192
Code UNSPSC :
12352200
ID de substance PubChem :
24278160
Nomenclature NACRES :
NA.77

Forme

solid

Niveau de qualité

200

Couleur

white

Solubilité

H2O: soluble (refrigerate if not used immediately.)
methanol: slightly soluble
neutral and acidic solutions: stable (in basic solutions the free amine can oxidize easily)

Chaîne SMILES 

Cl[H].OC(=O)C1=CCNCC1

InChI

1S/C6H9NO2.ClH/c8-6(9)5-1-3-7-4-2-5;/h1,7H,2-4H2,(H,8,9);1H

Clé InChI

SUWREQRNTXCCBL-UHFFFAOYSA-N

Informations sur le gène

human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562)

Application

Isoguvacine hydrochloride has been used as a γ-aminobutyric acid type A (GABAA) receptor agonist:
  • to study its effects on neuronal activity in rats
  • to study its antiallodynic effect in rats
  • to study its effects on baroreflex gains in rats

Actions biochimiques/physiologiques

Isoguvacine is a strong γ-aminobutyric acid A (GABAA) receptor agonist.

Caractéristiques et avantages

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors and GABAC Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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(+)-Bicuculline ≥97.0% (TLC)

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C Silva-Barrat et al.
Brain research, 498(2), 289-298 (1989-10-02)
The interruption of intracortical, chronic GABA infusion is known to give rise to 'GABA withdrawal syndrome' (GWS) consisting of electroencephalographic paroxysmal focal activities, associated with behavioral epileptic signs. Neocortical slices were obtained from rats presenting the GWS (GWS slices), and
Collin J Lobb et al.
Journal of neurophysiology, 104(1), 403-413 (2010-05-07)
Dopaminergic neurons are subject to a significant background GABAergic input in vivo. The presence of this GABAergic background might be expected to inhibit dopaminergic neuron firing. However, dopaminergic neurons are not all silent but instead fire in single-spiking and burst
Qi-Jian Sun et al.
The Journal of physiology, 589(Pt 7), 1819-1830 (2011-02-16)
A striking effect of stimulating the superior laryngeal nerve (SLN) is its ability to inhibit central inspiratory activity (cause ‘phrenic apnoea'), but the mechanism underlying this inhibition remains unclear. Here we demonstrate, by stimulating the SLN at varying frequencies, that
Tero Viitanen et al.
The Journal of physiology, 588(Pt 9), 1527-1540 (2010-03-10)
GABAergic excitatory [K(+)](o) transients can be readily evoked in the mature rat hippocampus by intense activation of GABA(A) receptors (GABA(A)Rs). Here we show that these [K(+)](o) responses induced by high-frequency stimulation or GABA(A) agonist application are generated by the neuronal
Ke-Zhong Shen et al.
The Journal of physiology, 573(Pt 3), 697-709 (2006-04-15)
The subthalamic nucleus (STN) plays an important role in movement control by exerting its excitatory influence on the substantia nigra pars reticulata (SNR), a major output structure of the basal ganglia. Moreover, excessive burst firing of SNR neurons seen in
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