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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

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)

Sigma-Aldrich

14340

(+)-Bicuculline

Roman Tyzio et al.
Epilepsia, 48 Suppl 5, 96-105 (2007-10-04)
The timing of the developmental switch in the GABA(A) mediated responses from excitatory to inhibitory was studied in Wistar rat CA3 hippocampal pyramidal cells using gramicidin perforated patch-clamp and extracellular recordings. Gramicidin perforated patch recordings revealed a gradual developmental shift
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
Structure-activity studies on the inhibition of GABA binding to rat brain membranes by muscimol and related compounds.
P Krogsgaard-Larsen et al.
Journal of neurochemistry, 30(6), 1377-1382 (1978-06-01)
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
N G Bowery et al.
Experientia, 34(9), 1193-1195 (1978-09-15)
The GABA-mimetic activities of 4 analogues muscimol, isonipecotic acid, isoguvacine and N-methyl isoguvacine have been examined at the GABA receptor in the rat isolated superior cervical ganglion. The depolarizing action of all 4 analogues could be selectively antagonized by bicuculline
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