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G002

Sigma-Aldrich

Isoguvacine hydrochloride

solid

Synonym(s):

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

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25 MG
$88.35
100 MG
$253.00

About This Item

Empirical Formula (Hill Notation):
C6H9NO2 · HCl
CAS Number:
68547-97-7
Molecular Weight:
163.60
MDL number:
MFCD00055192
UNSPSC Code:
12352200
PubChem Substance ID:
24278160
NACRES:
NA.77

$88.35

List Price$93.00Save 5%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order

form

solid

color

white

solubility

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

SMILES string

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

InChI key

SUWREQRNTXCCBL-UHFFFAOYSA-N

Gene Information

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[1]
  • to study its antiallodynic effect in rats[2]
  • to study its effects on baroreflex gains in rats [3]

Biochem/physiol Actions

Isoguvacine is a strong γ-aminobutyric acid A (GABAA) receptor agonist.[4]

Features and Benefits

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000424663
0000424661
0000424661
0000424663
0000417357

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Jen-Kun Cheng et al.
Anesthesia and analgesia, 102(1), 182-187 (2005-12-22)
Gabapentin is a novel analgesic whose mechanism of action is not known. We investigated in a postoperative pain model whether adenosine triphosphate (ATP)-sensitive K+ (K(ATP)) channels, N-methyl-d-aspartic acid (NMDA) receptors, and Ca2+ channels are involved in the antiallodynic effect of
Intracapsular technique of transplant nephrectomy
D E Sutherland, et al.
Surgery, Gynecology & Obstetrics, 146(6), 950-952 (1978)
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
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
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
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