Brimonidine

Names

[ Name ]:
Brimonidine

[Synonym ]:
brimonidinum
5-bromo-6-(imidazolin-2-ylamino)-quinoxaline
MFCD00153878
Brimonidine [INN:BAN]
Bromoxidine
Brimonidine
5-bromo-6-(2-imidazolin-2-ylamino)quinoxaline
UNII-E6GNX3HHTE
[3H]-Brimonidine
5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)quinoxalin-6-amine
5-Bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-6-quinoxalinamine
6-Quinoxalinamine, 5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-
UK 14,304
brimonidina

Biological Activity

[Description]:

Brimonidine (UK 14304) is a full α2-adrenergic receptor (α2-AR) agonist.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Others

[Target]

α2-adrenergic Receptor.

[In Vitro]

[3H]Brimonidine (UK 14304) is a full agonist at alpha 2-adrenergic receptors. [3H]Brimonidine (UK 14304) labels at least 2 specific binding sites in human brain that both have the characteristics of an alpha 2-adrenergic binding site. GTP decreases agonist binding at both of these sites, but with different potencies at each site [1-3].

[References]

[1]. Andorn, A.C., M.A. Carlson, and R.C. Gilkeson, Specific [3H]UK 14,304 binding in human cortex occurs at multiple high affinity states with alpha 2-adrenergic selectivity and differing affinities for GTP. Life Sci, 1988. 43(22): p. 1805-12.

[2]. Cambridge, D., UK-14,304, a potent and selective alpha2-agonist for the characterisation of alpha-adrenoceptor subtypes. Eur J Pharmacol, 1981. 72(4): p. 413-5.

[3]. Chopin, P., F.C. Colpaert, and M. Marien, Effects of alpha-2 adrenoceptor agonists and antagonists on circling behavior in rats with unilateral 6-hydroxydopamine lesions of the nigrostriatal pathway. J Pharmacol Exp Ther, 1999. 288(2): p. 798-804.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
432.6±55.0 °C at 760 mmHg

[ Melting Point ]:
207.5 °C

[ Molecular Formula ]:
C₁₁H₁₀BrN₅

[ Molecular Weight ]:
292.135

[ Flash Point ]:
215.4±31.5 °C

[ Exact Mass ]:
291.011963

[ PSA ]:
62.20000

[ LogP ]:
0.96

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.798

[ Storage condition ]:
Store at RT

[ Water Solubility ]:
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: <0.8 mg/mL

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VD1200000

CHEMICAL NAME :: 6-Quinoxalinamine, 5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-

CAS REGISTRY NUMBER :: 59803-98-4

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C11-H10-Br-N5

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 160 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #81-02912

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R25;R36/37/38

[ Safety Phrases ]:
S26-S36-S45

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
-

[ RTECS ]:
VD1200000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2934999090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A Comparison of the Anorectic Effect and Safety of the Alpha2-Adrenoceptor Ligands Guanfacine and Yohimbine in Rats with Diet-Induced Obesity.

PLoS ONE 10 , e0141327, (2015)

The search for drugs with anorectic activity, acting within the adrenergic system has attracted the interest of researchers. Partial α2-adrenoceptor agonists might offer the potential for effective an...

Brimonidine reduces TGF-beta-induced extracellular matrix synthesis in human Tenon's fibroblasts.

BMC Ophthalmol. 15 , 54, (2015)

Brimonidine is a highly selective α2 adrenergic agonist that has been widely used in anti-glaucoma eyedrops. The aim of this study was to investigate its putative anti-fibrotic role in the fibrosis ca...

Dilute brimonidine to improve patient comfort and subconjunctival hemorrhage after LASIK.

J. Refract. Surg. 29(7) , 469-75, (2013)

To investigate whether dilute brimonidine (0.025%) reduces patient discomfort, subconjunctival hemorrhage, and injection after LASIK without a significant increase in the rate of flap complications or...