An internal standard for the quantification of brimonidine
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Unlabeled Version(s)
33231Brimonidine
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Brimonidine-d4

Item No. 25465

Technical Information
Formal Name
5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl-4,4,5,5-d4)quinoxalin-6-amine
CAS Number
1184971-51-4
Molecular Formula
C11H6BrD4N5
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
DMSO: solubleWater: 1.5 mg/ml
SMILES
BrC1=C(NC2=NC([2H])([2H])C([2H])([2H])N2)C=CC3=C1N=CC=N3
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)/i5D2,6D2
InChi Key
XYLJNLCSTIOKRM-NZLXMSDQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Brimonidine-d4 is intended for use as an internal standard for the quantification of brimonidine (Item No. 15426) by GC- or LC-MS. 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 alSynthesis 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 alBrimonidine blocks glutamate excitotoxicity-induced oxidative stress and preserves mitochondrial transcription factor A in ischemic retinal injury. PLoS One 7(10), e47098 (2012).