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59803-98-4 molecular structure
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5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)quinoxalin-6-amine

ChemBase ID: 367
Molecular Formular: C11H10BrN5
Molecular Mass: 292.1346
Monoisotopic Mass: 291.01195735
SMILES and InChIs

SMILES:
Brc1c(NC2=NCCN2)ccc2nccnc12
Canonical SMILES:
Brc1c(ccc2c1nccn2)NC1=NCCN1
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)
InChIKey:
XYLJNLCSTIOKRM-UHFFFAOYSA-N

Cite this record

CBID:367 http://www.chembase.cn/molecule-367.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)quinoxalin-6-amine
IUPAC Traditional name
brimonidine
Brand Name
Alphagan
Alphagan P
Synonyms
Brimonidine tartrate
Bromoxidine
Brimonidine
5-Bromo-N-(2-imidazolin-2-yl)-6-quinoxalinamine
5-Bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-6-quinoxalinamine
Brimonidine
UK 14,304
5-Bromo-6-(2-imidazolin-2-ylamino)quinoxaline
AGN-190342
UK-14304
5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)quinoxalin-6-amine
5-bromo-6-(imidazolin-2-ylamino)quinoxaline
CAS Number
59803-98-4
MDL Number
MFCD00153878
PubChem SID
24277812
160963830
46507305
PubChem CID
2435

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) -0.8992662  LogD (pH = 7.4) 0.41908175 
Log P 1.3715845  Molar Refractivity 68.4944 cm3
Polarizability 26.612398 Å3 Polar Surface Area 62.2 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P 1.27  LOG S -3.28 
Solubility (Water) 1.54e-01 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: <0.8 mg/mL expand Show data source
DMSO expand Show data source
DMSO: >6.5 mg/mL expand Show data source
ethanol: <8 mg/mL (warm) expand Show data source
H2O: insoluble expand Show data source
Methanol expand Show data source
Soluble (1.5 mg/mL) expand Show data source
Apperance
Yellow Solid expand Show data source
Melting Point
246-248°C expand Show data source
258 - 260°C expand Show data source
Hydrophobicity(logP)
1.486 expand Show data source
1.7 expand Show data source
Storage Condition
Refrigerator expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
UN Number
2811 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
1 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
3 expand Show data source
Risk Statements
25 expand Show data source
Safety Statements
45 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H301 expand Show data source
GHS Precautionary statements
P301 + P310 expand Show data source
RID/ADR
UN 2811 6.1/PG 3 expand Show data source
Gene Information
human ... ADRA1A(148), ADRA2A(150), ADRA2B(151), ADRA2C(152) expand Show data source
Purity
95% expand Show data source
97% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank - DB00484 external link
Item Information
Drug Groups approved
Description Brimonidine is a drug used to treat glaucoma. It acts via decreasing aqueous humor synthesis. [Wikipedia]
Indication For the lowering of intraocular pressure in patients with open-angle glaucoma or ocular hypertension.
Pharmacology Brimonidine significantly lowers intraocular pressure with minimal effects on cardiovascular and pulmonary parameters. It lowers intraocular pressure by reducing aqueous humor production and increasing uveoscleral outflow.
Toxicity Oral LD50 is 50 mg/kg in mice and 100 mg/kg in rats.
Affected Organisms
Humans and other mammals
Biotransformation Metabolized primarily by the liver.
Absorption Minimal systemic absorption occurs after ocular insertion.
Half Life 2 hours
Elimination It is metabolized primarily by the liver. Urinary excretion is the major route of elimination of the drug and its metabolites.
External Links
Wikipedia
RxList
Drugs.com
Sigma Aldrich - U104 external link
Biochem/physiol Actions
UK 14,304 is an α2-adrenoceptor agonist.
Toronto Research Chemicals - B677520 external link
α2-Adrenoceptor agonist. Antiglaucoma.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Katz, L.J., et al.: Am. J. Ophthalmol., 127, 20 (1999)
  • • Cantor, L. B., Expert Opin. Pharmacother., 1, 815 (2000).
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PATENTS

PATENTS

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INTERNET

INTERNET

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