U104

Sigma-Aldrich

UK 14,304

Synonym(s):
5-Bromo-N-(2-imidazolin-2-yl)-6-quinoxalinamine, 5-Bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-6-quinoxalinamine, Brimonidine
Empirical Formula (Hill Notation):
C11H10BrN5
CAS Number:
Molecular Weight:
292.13
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: <0.8 mg/mL
DMSO: >6.5 mg/mL
ethanol: <8 mg/mL (warm)
H2O: insoluble

SMILES string

Brc1c(NC2=NCCN2)ccc3nccnc13

InChI

1S/C11H10BrN5/c12-9-7(17-11-15-5-6-16-11)1-2-8-10(9)14-4-3-13-8/h1-4H,5-6H2,(H2,15,16,17)

InChI key

XYLJNLCSTIOKRM-UHFFFAOYSA-N

Gene Information

human ... ADRA1A(148), ADRA2A(150), ADRA2B(151), ADRA2C(152)

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Application

UK 14,304 has been used for the activation of extracellular signal-regulated kinase (ERK) in epicardial coronary artery culture
UK 14,304 has been used in myenteric neurons to study the inhibition of R-type calcium currents. UK 14,304 has also been used for immunofluorescence microscopy assays.

Packaging

5, 25, 100 mg in glass bottle

Biochem/physiol Actions

UK 14,304 is an α2-adrenoceptor agonist. UK 14,304 inhibits hormone-sensitive lipase (HSL) activity and suppresses lipogenesis in adipose tissue.

Features and Benefits

This compound is featured on the α2-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Preparation Note

UK 14,304 is soluble in 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin (<0.8 mg/mL), DMSO (>6.5 mg/ml) and ethanol (<8 mg/mL). However, it is insoluble in water.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Codes

T

Risk Statement

25

Safety Statement

45

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Juan Wang et al.
Journal of biomedical nanotechnology, 13(9), 1089-1096 (2018-02-27)
In this work, we developed a mildly cross-linked dendrimer hydrogel (mcDH) via
Kenric Rui-Pin Fan et al.
Acta ophthalmologica, 97(6), e827-e832 (2019-03-28)
To investigate the neuroprotective effect of Copolymer-1 (Cop-1) in patients with acute primary angle closure (APAC) in a randomized double-masked controlled trial. After initial medical management, APAC patients were randomized to receive either subcutaneous Cop-1 or placebo within 24 hr and...
Effects of acute and chronic ethanol administration on the response of mouse adipose tissue hormone-sensitive lipase to alpha2-adrenoceptor activation by UK 14304.
Shih MF and Taberner PV
Alcohol and Alcoholism (Oxford, Oxfordshire), 36(5), 381-387 (2001)
H Paris et al.
Molecular pharmacology, 35(3), 345-354 (1989-03-01)
The HT29 cell line expresses alpha 2-adrenoceptors that are negatively coupled to the adenylate cyclase system and is, in this respect, a valuable model for in vitro study of alpha 2-adrenergic receptivity in a tissue from human origin. In these...
J T Turner et al.
Molecular pharmacology, 28(5), 422-430 (1985-11-01)
We have characterized the alpha 2-adrenergic receptor in membranes from the human colonic adenocarcinoma cell line, HT29, using the recently introduced alpha 2-agonist 5-bromo-6-[2-imidazolin-2-yl-amino]quinoxaline [( 3H]UK-14,304), two other radioligands, and a series of adrenergic agonists and antagonists. We also investigated...
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