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Merck
CN

G007

Guvacine hydrochloride

≥97% (NMR), solid

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About This Item

Empirical Formula (Hill Notation):
C6H9NO2 · HCl
CAS Number:
Molecular Weight:
163.60
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C6H9NO2.ClH/c8-6(9)5-2-1-3-7-4-5;/h2,7H,1,3-4H2,(H,8,9);1H

SMILES string

Cl.OC(=O)C1=CCCNC1

InChI key

FGNUNVVTHHKDAM-UHFFFAOYSA-N

assay

≥97% (NMR)

form

solid

color

white

solubility

H2O: soluble, ethanol: slightly soluble

Quality Level

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Biochem/physiol Actions

GABA uptake inhibitor.

Features and Benefits

This compound is featured on the GABA Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Solutions may be stored for several days at 4 °C.

pictograms

Exclamation mark

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Betel nut constituents as inhibitors of gamma-aminobutyric acid uptake.
G A Johnston et al.
Nature, 258(5536), 627-628 (1975-12-18)
C Rovira et al.
Neuroscience, 12(2), 543-555 (1984-06-01)
In rats under urethane anaesthesia gamma-aminobutyric acid agonists and uptake blockers were microiontophoretically applied in the pyramidal layer of CA1 and in the apical dendrites using a twin set of multibarrelled micropipettes. Thus, the somatic and dendritic field potentials elicited
Xinran Xiang et al.
PloS one, 6(1), e14640-e14640 (2011-02-10)
Tumor microenvironments present significant barriers to penetration by antibodies and immunoconjugates. Tumor microenvironments, however, are difficult to study in vitro. Cells cultured as monolayers exhibit less resistance to therapy than those grown in vivo and an alternative research model more
Ryan B Griggs et al.
Neuroreport, 26(9), 522-527 (2015-05-27)
Gabapentin reduces behavioral signs of stimulus-evoked allodynia and hyperalgesia in preclinical studies of traumatic nerve injury, but its effects on more clinically relevant measures of stimulus-independent pain are unclear. To address this gap, we determined whether gabapentin would relieve affective
D N Krause et al.
Brain research, 225(2), 319-332 (1981-11-30)
The interaction of GABA (gamma-aminobutyric acid) and structurally-related compounds with postsynaptic GABA receptors was studied quantitatively by measuring receptor-mediated increases in membrane input conductance in isolated crayfish stretch receptor neurons (SRN). The following compounds, in order of decreasing potency, were

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