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Merck
CN

G002

Isoguvacine hydrochloride

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

Key Documents

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InChI

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

SMILES string

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

InChI key

SUWREQRNTXCCBL-UHFFFAOYSA-N

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)

Quality Level

200

Gene Information

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

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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

Biochem/physiol Actions

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

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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000513881
0000513881
0000513846
0000513880
0000513880

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Biochemical pharmacology of GABAergic agonists.
S J Enna et al.
Life sciences, 24(19), 1727-1737 (1979-05-07)
Mathias Dutschmann et al.
The European journal of neuroscience, 24(4), 1071-1084 (2006-08-26)
Lesion or pharmacological manipulation of the dorsolateral pons can transform the breathing pattern to apneusis (pathological prolonged inspiration). Apneusis reflects a disturbed inspiratory off-switch mechanism (IOS) leading to a delayed phase transition from inspiration to expiration. Under intact conditions the
Frederik Rode et al.
European journal of pharmacology, 516(2), 131-138 (2005-06-07)
Gamma aminobutyric acid (GABA) plays a major role in the central hyperexcitabilty associated with nerve damage. The precise antinociceptive actions mediated by GABA(A) receptor agonists remain unclear as previous studies have shown mixed results in neuropathic pain models. Thus, various
J W Polson et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 293(5), R1954-R1960 (2007-09-07)
Microinjection of angiotensin II into the nucleus tractus solitarii attenuates the baroreceptor reflex-mediated bradycardia by inhibiting both vagal and cardiac sympathetic components. However, it is not known whether the baroreflex modulation of other sympathetic outputs (i.e., noncardiac) also are inhibited
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
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