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G007

Sigma-Aldrich

Guvacine hydrochloride

≥97% (NMR), solid

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About This Item

Empirical Formula (Hill Notation):
C6H9NO2 · HCl
CAS Number:
6027-91-4
Molecular Weight:
163.60
MDL number:
MFCD00055191
UNSPSC Code:
12352200
PubChem Substance ID:
24278163

Assay

≥97% (NMR)

form

solid

color

white

solubility

H2O: soluble
ethanol: slightly soluble

SMILES string

Cl.OC(=O)C1=CCCNC1

InChI

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

InChI key

FGNUNVVTHHKDAM-UHFFFAOYSA-N

Gene Information

human ... FGF9(2254) , GABBR1(2550) , GABBR2(9568) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562)

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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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
Audrey Bagnaud-Baule et al.
PloS one, 6(3), e17818-e17818 (2011-03-18)
Each year, during winter months, human Metapneumovirus (hMPV) is associated with epidemics of bronchiolitis resulting in the hospitalization of many infants. Bronchiolitis is an acute illness of the lower respiratory tract with a consequent inflammation of the bronchioles. The rapid
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