BRIMONIDINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent
ATC: D11AX21
UNII: E6GNX3HHTE

Structure
InChI Key XYLJNLCSTIOKRM-UHFFFAOYSA-N
Smile Brc1c(NC2=NCCN2)ccc2nccnc12
InChI
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C11H10BrN5
Molecular Weight 292.14
AlogP 1.76
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 62.2
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 17.0

Pharmacology

Primary Target
α2A-adrenoceptor
α2B-adrenoceptor
α2C-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
11400-11400 2400 - 1-2 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Glaucoma 4 D005901 ClinicalTrials
Rosacea 3 D012393 ClinicalTrials
Ocular Hypertension 3 D009798 ClinicalTrials
Glaucoma, Open-Angle 2 D005902 ClinicalTrials
Dry Eye Syndromes 2 D015352 ClinicalTrials
Diabetic Retinopathy 2 D003930 ClinicalTrials
Presbyopia 0 D011305 ClinicalTrials

Related Entries

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 55.0
General disorders and administration site conditions Pain 35.5
Eye disorders Endophthalmitis 24.8
Eye disorders Ocular hyperaemia 24.8
General disorders and administration site conditions Pain 22.5
Gastrointestinal disorders Dry mouth 21.0
Eye disorders Endophthalmitis 21.0
Eye disorders Ocular hyperaemia 21.0
Eye disorders Endophthalmitis 20.0
Eye disorders Ocular hyperaemia 20.0
General disorders and administration site conditions Pain 19.0
Eye disorders Conjunctival hyperaemia 18.2
Eye disorders Vision blurred 18.0
Eye disorders Vision blurred 17.3
Nervous system disorders Headache 17.0
Nervous system disorders Headache 16.3
General disorders and administration site conditions Sensation of foreign body 15.5
General disorders and administration site conditions Asthenia 15.2
General disorders and administration site conditions Fatigue 15.2
Nervous system disorders Somnolence 15.2
General disorders and administration site conditions Asthenia 13.0
Gastrointestinal disorders Dry mouth 13.0
General disorders and administration site conditions Fatigue 13.0
Nervous system disorders Headache 13.0
General disorders and administration site conditions Sensation of foreign body 13.0
Nervous system disorders Somnolence 13.0
General disorders and administration site conditions Asthenia 12.0
General disorders and administration site conditions Fatigue 12.0
General disorders and administration site conditions Sensation of foreign body 12.0
Nervous system disorders Somnolence 12.0
Eye disorders Vision blurred 12.0
General disorders and administration site conditions Flushing 10.0
Immune system disorders Hypersensitivity 9.9
Skin and subcutaneous tissue disorders Pruritus 9.8
Eye disorders Conjunctivitis allergic 9.2
Investigations Vital dye staining cornea present 9.2
Immune system disorders Hypersensitivity 8.9
Skin and subcutaneous tissue disorders Pruritus 8.8
Eye disorders Conjunctival follicles 8.5
Eye disorders Photophobia 8.4
Eye disorders Eye pruritus 8.2
Skin and subcutaneous tissue disorders Erythema 8.0
Skin and subcutaneous tissue disorders Pruritus 7.8
Eye disorders Endophthalmitis 7.7
Eye disorders Ocular hyperaemia 7.7
General disorders and administration site conditions Pain 7.1
Investigations Vital dye staining cornea present 6.8
Eye disorders Conjunctival oedema 6.3
Eye disorders Visual impairment 6.1
Eye disorders Photophobia 6.0
Nervous system disorders Headache 5.6
Gastrointestinal disorders Dry mouth 5.3
Eye disorders Eye irritation 5.3
Eye disorders Erythema of eyelid 5.2
General disorders and administration site conditions Pain 5.1
Eye disorders Conjunctival oedema 5.0
Infections and infestations Nasopharyngitis 5.0
Skin and subcutaneous tissue disorders Rosacea 5.0
Eye disorders Conjunctival follicles 4.4
Eye disorders Erythema of eyelid 4.4
General disorders and administration site conditions Pain 4.2
Investigations Vital dye staining cornea present 4.1
Nervous system disorders Headache 4.0
Investigations Intraocular pressure increased 4.0
Nervous system disorders Skin burning sensation 4.0
Skin and subcutaneous tissue disorders Erythema 3.64
Eye disorders Conjunctival oedema 3.1
Eye disorders Dry eye 2.9
General disorders and administration site conditions Sensation of foreign body 2.9
General disorders and administration site conditions Flushing 2.73
Eye disorders Lacrimation increased 2.6
General disorders and administration site conditions Pain 2.6
Eye disorders Vision blurred 2.6
Nervous system disorders Headache 2.4
Eye disorders Eyelid oedema 2.1
Eye disorders Eye pain 1.8
General disorders and administration site conditions Asthenia 1.6
Eye disorders Blepharitis 1.6
Eye disorders Erythema of eyelid 1.6
Eye disorders Eye irritation 1.6
Eye disorders Photophobia 1.6
Nervous system disorders Skin burning sensation 1.52
Eye disorders Conjunctival oedema 1.3
Eye disorders Conjunctivitis 1.3
Eye disorders Eye discharge 1.3
Eye disorders Punctate keratitis 1.3
Infections and infestations Rhinitis 1.1
General disorders and administration site conditions Asthenia 1.0
Eye disorders Conjunctival follicles 1.0
Gastrointestinal disorders Dry mouth 1.0
General disorders and administration site conditions Fatigue 1.0
Skin and subcutaneous tissue disorders Pruritus 1.0
Nervous system disorders Somnolence 1.0
Skin and subcutaneous tissue disorders Dermatitis 0.909
Immune system disorders Dermatitis contact 0.909
Skin and subcutaneous tissue disorders Erythema 0.909
Skin and subcutaneous tissue disorders Skin warm 0.909
Skin and subcutaneous tissue disorders Erythema 0.906
Skin and subcutaneous tissue disorders Acne 0.606
Respiratory, thoracic and mediastinal disorders Nasal congestion 0.606
Skin and subcutaneous tissue disorders Pain of skin 0.606
Nervous system disorders Paraesthesia 0.606
Eye disorders Vision blurred 0.606
Nervous system disorders Skin burning sensation 0.604
Eye disorders Photophobia 0.5
Skin and subcutaneous tissue disorders Acne 0.302
Skin and subcutaneous tissue disorders Dermatitis 0.302
Immune system disorders Dermatitis contact 0.302
Nervous system disorders Paraesthesia 0.302
Immune system disorders Hypersensitivity 0.2

Cross References

Resources Reference
CAS NUMBER 59803-98-4
ChEBI 3175
ChEMBL CHEMBL844
DrugBank DB00484
DrugCentral 395
EPA CompTox DTXSID3045221
FDA SRS E6GNX3HHTE
Human Metabolome Database HMDB0014627
Guide to Pharmacology 520
KEGG C07886
PharmGKB PA448665
PubChem 2435
SureChEMBL SCHEMBL24670
ZINC ZINC000021303210
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