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G110

Sigma-Aldrich

Guanabenz acetate salt

powder

Synonym(s):

1-(2,6-Dichlorobenzylideneamino)guanidine acetate salt, WY-8678

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About This Item

Empirical Formula (Hill Notation):
C8H8Cl2N4 · C2H4O2
CAS Number:
23256-50-0
Molecular Weight:
291.13
EC Number:
245-534-7
MDL number:
MFCD00153801
UNSPSC Code:
12352200
PubChem Substance ID:
24277775
NACRES:
NA.77

form

powder

color

white

solubility

H2O: 10 mg/mL
alcohol: 50 mg/mL

originator

Wyeth

SMILES string

CC(O)=O.NC(=N)N\N=C\c1c(Cl)cccc1Cl

InChI

1S/C8H8Cl2N4.C2H4O2/c9-6-2-1-3-7(10)5(6)4-13-14-8(11)12;1-2(3)4/h1-4H,(H4,11,12,14);1H3,(H,3,4)/b13-4+;

InChI key

MCSPBPXATWBACD-GAYQJXMFSA-N

Gene Information

human ... ADRA2A(150) , ADRA2B(151) , ADRA2C(152)

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Biochem/physiol Actions

Centrally acting α2 adrenoceptor agonist; I2 imidazoline binding site ligand; antihypertensive.

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 α2-Adrenoceptors and Imidazoline Binding Sites pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Pavel Tsaytler et al.
Science (New York, N.Y.), 332(6025), 91-94 (2011-03-10)
Many biological processes are regulated through the selective dephosphorylation of proteins. Protein serine-threonine phosphatases are assembled from catalytic subunits bound to diverse regulatory subunits that provide substrate specificity and subcellular localization. We describe a small molecule, guanabenz, that bound to
Fabienne Gug et al.
Bioconjugate chemistry, 21(2), 279-288 (2010-01-23)
The synthesis of affinity matrices for 6-aminophenanthridine (6AP) and 2,6-dichlorobenzylidenaminoguanidine (Guanabenz, GA), two unrelated prion inhibitors, is described. In both cases, the same simple spacer, epsilon-aminocaproylaminopentanol, was introduced by a Mitsunobu reaction and the choice of the anchoring position of
B Holmes et al.
Drugs, 26(3), 212-229 (1983-09-01)
Guanabenz is an orally active central alpha 2-adrenoceptor agonist. Its antihypertensive action is thought to result from a decrease in sympathetic outflow from the brain to the peripheral circulatory system as a result of stimulation of central alpha 2-adrenoceptors. In
Melissa J Fullwood et al.
Progress in molecular biology and translational science, 106, 75-106 (2012-02-22)
The unfolded protein response, also known as endoplasmic reticulum (ER) stress, has been implicated in numerous human diseases, including atherosclerosis, cancer, diabetes, and neurodegenerative disorders. Protein misfolding activates one or more of the three ER transmembrane sensors to initiate a
Déborah Tribouillard-Tanvier et al.
PloS one, 3(4), e1981-e1981 (2008-04-24)
Prion-based diseases are incurable transmissible neurodegenerative disorders affecting animals and humans. Here we report the discovery of the in vivo antiprion activity of Guanabenz (GA), an agonist of alpha2-adrenergic receptors routinely used in human medicine as an antihypertensive drug. We
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