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Isoguvacine hydrochloride

Name: Isoguvacine hydrochloride
Brand: SIGMA

solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₆H₉NO₂ · HCl

CAS Number:

68547-97-7

Molecular Weight:

163.60

NACRES:

NA.77

PubChem Substance ID:

24278160

UNSPSC Code:

12352200

MDL number:

MFCD00055192

Form:

solid

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Properties

form

solid

Quality Segment

200

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)

Description

Application

Isoguvacine hydrochloride has been used as a γ-aminobutyric acid type A (GABA_A) 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

Biochem/physiol Actions

Isoguvacine is a strong γ-aminobutyric acid A (GABA_A) receptor agonist.[3]

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.

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This Item	N7510	Q0632	N142
Sigma-Aldrich G002 Isoguvacine hydrochloride	Sigma-Aldrich N7510 Nicardipine hydrochloride	Sigma-Aldrich Q0632 Quinapril hydrochloride	Sigma-Aldrich N142 NO-711 hydrochloride
form solid	form powder	form solid	form powder
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
solubility H₂O: soluble (refrigerate if not used immediately.), neutral and acidic solutions: stable (in basic solutions the free amine can oxidize easily), methanol: slightly soluble	solubility DMSO: ~1 mg/mL, 0.1 M NaOH: insoluble, H₂O: slightly soluble, methanol: soluble	solubility H₂O: >10 mg/mL	solubility H₂O: 10 mg/mL at 60 °C
color white	color yellow	color white	color -
Gene Information human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)	Gene Information human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)	Gene Information human ... ACE(1636)	Gene Information human ... GABBR1(2550), GABBR2(9568), GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)