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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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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(+)-Bicuculline ≥97.0% (TLC)

Sigma-Aldrich

14340

(+)-Bicuculline

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
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
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
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