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U104

Sigma-Aldrich

UK 14,304

Sinónimos:

5-Bromo-N-(2-imidazolin-2-yl)-6-quinoxalinamine, 5-Bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-6-quinoxalinamine, Brimonidine

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About This Item

Fórmula empírica (notación de Hill):
C11H10BrN5
Número de CAS:
59803-98-4
Peso molecular:
292.13
MDL number:
MFCD00153878
UNSPSC Code:
12352200
PubChem Substance ID:
24277812
NACRES:
NA.77

Quality Level

100

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.

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.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000360993
0000360994
0000360994
0000360993
0000215832

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X Bian et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 19(10), 845-855 (2007-09-22)
Alpha2-adrenoceptors inhibit Ca2+ influx through voltage-gated Ca2+ channels throughout the nervous system and Ca2+ channel function is modulated following activation of some G-protein coupled receptors. We studied the specific Ca2+ channel inhibited following alpha2-adrenoceptor activation in guinea-pig small intestinal myenteric
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
Hung-Yu Lin et al.
Medicine, 96(47), e8868-e8868 (2018-02-01)
To evaluate the safety and efficiency in macular edema patients who concurrently received a single injection of a dexamethasone intravitreal implant (DEX, 0.7 mg) and ranibizumab (2.3 mg).A retrospective cohort study was conducted, and medical records from 2012 to 2016 were reviewed.
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
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)
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