An α2-adrenergic receptor agonist
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Alternative(s)
15426Brimonidine (tartrate)
Labeled Version(s)
25465Brimonidine-d4
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Brimonidine

Item No. 33231

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-6-quinoxalinamine
CAS Number
59803-98-4
Synonyms
  • AGN 190342
  • Alphagan P
  • UK 14304
Molecular Formula
C11H10BrN5
Formula Weight
292.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml
λmax
245 nm
SMILES
BrC1=C2N=CC=NC2=CC=C1NC3=NCCN3
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $69

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    100 mg

    $127

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    250 mg

    $263

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    500 mg

    $493

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    Product Description

    Brimonidine is an agonist of α2-adrenergic receptors (α2-ARs; Kis = 2.7, 52, and 44 nM for α2A, α2B, and α2C-ARs, respectively, in CHO cells).1 It is selective for α2-ARs over α1-ARs (Ki = 1,800 nM in human brain). Brimonidine lowers intraocular pressure in DBA/2J mice, a model of glaucoma, to control levels when applied topically to the eye as a 0.1% solution.2 It also inhibits glutamate release, prevents upregulation of NMDA receptors containing NR1 and NR2A subunits, and protects rat retinal ganglion cells against glutamate excitotoxicity in a rat model of retinal ischemia when administered at a dose of 1 mg/kg per day.3 Formulations containing brimonidine have been used in the treatment of open-angle glaucoma and ocular hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Munk, S.A., Harcourt, D.A., Arasasingham, P.N., et al. Synthesis and evaluation of 2-(arylamino)imidazoles as α2-adrenergic agonists. J. Med. Chem. 40(1), 18-23 (1997).

    2. Sawada, K., Hiraoka, M., and Ohguro, H. Effect of antiglaucoma medicine on intraocular pressure in DBA/2J mice. Ophthalmic Res. 55(4), 205-211 (2016).

    3. Lee, D., Kim, K.Y., Noh, Y.H., et al. Brimonidine blocks glutamate excitotoxicity-induced oxidative stress and preserves mitochondrial transcription factor A in ischemic retinal injury. PLoS One 7(10), e47098 (2012).