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MilliporeSigma

G1043

Sigma-Aldrich

Guanfacine hydrochloride

≥98% (HPLC)

Synonym(s):

N (Aminoiminomethyl)-2,6-dichlorobenzeneacetamide

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About This Item

Empirical Formula (Hill Notation):
C9H9Cl2N3O · HCl
CAS Number:
29110-48-3
Molecular Weight:
282.55
MDL number:
MFCD00798230
UNSPSC Code:
12352200
PubChem Substance ID:
24278452
NACRES:
NA.77

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Quality Level

100

assay

≥98% (HPLC)

color

white

solubility

H2O: soluble 12 mg/mL at 60 °C

originator

Promius

SMILES string

Cl.NC(=N)NC(=O)Cc1c(Cl)cccc1Cl

InChI

1S/C9H9Cl2N3O.ClH/c10-6-2-1-3-7(11)5(6)4-8(15)14-9(12)13;/h1-3H,4H2,(H4,12,13,14,15);1H

InChI key

DGFYECXYGUIODH-UHFFFAOYSA-N

Gene Information

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

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1 of 4

This Item
1302101T0202SML1444
Guanfacine hydrochloride ≥98% (HPLC)

Sigma-Aldrich

G1043

Guanfacine hydrochloride

Guanfacine hydrochloride United States Pharmacopeia (USP) Reference Standard

USP

1302101

Guanfacine hydrochloride

Tocainide hydrochloride ≥98% (HPLC), solid

Sigma-Aldrich

T0202

Tocainide hydrochloride

(±)-Mepivacaine hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1444

(±)-Mepivacaine hydrochloride

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

solubility

H2O: soluble 12 mg/mL at 60 °C

solubility

-

solubility

DMSO: >20 mg/mL, H2O: ≥5 mg/mL

solubility

H2O: 20 mg/mL, clear

originator

Promius

originator

-

originator

AstraZeneca

originator

-

color

white

color

-

color

white

color

white to beige

Gene Information

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

Gene Information

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

Gene Information

human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)

Gene Information

human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)

Application

Guanfacine hydrochloride has been used as an α2A adrenoceptor agonist to test its protective effect on hypobaric hypoxia (HH)[1][2] and in rat brain to measure blood oxygenation level dependent (BOLD) response.[3]

Biochem/physiol Actions

α-2 noradrenergic receptor agonist.
Guanfacine stimulates the brain postsynaptic α2 adrenergic receptor (AR) and mediates the prefrontal cortical (PFC) neuronal regulation and strengthens their network.[4] Guanfacine improves the density of neuronal dendrites and is useful in treating neuropsychiatric disorders. It modulates the synaptic and cytoskeletal proteins expression in prefrontal cortical (PFC) neurons and may improve hypobaric hypoxia (HH) induced PFC dysfunctions.[1] Guanfacine enhances cognitive function and is recommended for attention deficit hyperactivity disorder (ADHD) therapy.[4]

Features and Benefits

This compound was developed by Promius. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3621
MKCV7005
MKCT3311
MKCV1207
MKCT7001

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Sophie Duong et al.
Expert opinion on drug metabolism & toxicology, 8(5), 543-552 (2012-03-15)
Pharmacotherapy is frequently used to treat symptoms of attention-deficit/hyperactivity disorder (ADHD), the most common neurobehavioral disorder of childhood. The typically prescribed agents for ADHD have varying durations of effect and degrees of efficacy. The broad range of pharmacological treatments available
Guanfacine produces differential effects in frontal cortex compared with striatum: assessed by phMRI BOLD contrast
Easton N, et al.
Psychopharmacology, 189(3), 369-385 (2006)
Guanfacine promotes neuronal survival in medial prefrontal cortex under hypobaric hypoxia
Kauser H, et al.
Brain Research, 1636, 152-160 (2016)
Sandra Bond Chapman et al.
The journals of gerontology. Series A, Biological sciences and medical sciences, 67(7), 773-780 (2012-05-10)
Human cognitive aging has been too long neglected and underappreciated for its critical importance to quality of life in old age. The articles in this session present novel approaches to improving cognitive function in normal aging persons with drugs and
Kurt P Schulz et al.
Psychopharmacology, 226(2), 261-271 (2012-10-23)
Functional interactions between limbic regions that process emotions and frontal networks that guide response functions provide a substrate for emotional cues to influence behavior. Stimulation of postsynaptic α₂ adrenoceptors enhances the function of prefrontal regions in these networks. However, the
View All Related Papers

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