27R

[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid

Created:2013-09-05
Last modified:  2021-03-01

Help

Find related ligands:

Chemical Details

Formal Charge0
Atom Count32
Chiral Atom Count0
Bond Count33
Aromatic Bond Count12
2D diagram of 27R
Toggle HydrogenToggle Labels

Chemical Component Summary

Name[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
SynonymsBromfenac
Systematic Name (OpenEye OEToolkits)2-[2-azanyl-3-(4-bromophenyl)carbonyl-phenyl]ethanoic acid
FormulaC15 H12 Br N O3
Molecular Weight334.165
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs12.01O=C(c1ccc(Br)cc1)c2cccc(c2N)CC(=O)O
SMILESCACTVS3.385Nc1c(CC(O)=O)cccc1C(=O)c2ccc(Br)cc2
SMILESOpenEye OEToolkits1.7.6c1cc(c(c(c1)C(=O)c2ccc(cc2)Br)N)CC(=O)O
Canonical SMILESCACTVS3.385 Nc1c(CC(O)=O)cccc1C(=O)c2ccc(Br)cc2
Canonical SMILESOpenEye OEToolkits1.7.6 c1cc(c(c(c1)C(=O)c2ccc(cc2)Br)N)CC(=O)O
InChIInChI1.03 InChI=1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19)
InChIKeyInChI1.03 ZBPLOVFIXSTCRZ-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB00963 
NameBromfenac
Groups
  • withdrawn
  • approved
DescriptionBromfenac is a nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use. Ophthalmic NSAIDs are becoming a cornerstone for the management of ocular pain and inflammation. Their well-characterized anti-inflammatory activity, analgesic property, and established safety record have also made NSAIDs an important tool for optimizing surgical outcomes. Non-ophthalmic formulations of bromfenac were withdrawn in the US in 1998 due to cases of severe liver toxicity.[L43942,T239]
Synonyms
  • [2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid
  • Bromfenac
  • 2-amino-3-(4-bromobenzoyl)benzeneacetic acid
  • Bromfenacum
  • Bromfenaco
Brand Names
  • Bromsite 0.075%
  • Bromfenac 0.075%
  • Bromday
  • Pred-Gati-Brom
  • Pred Phos-Gati-Brom
IndicationFor the treatment of postoperative inflammation in patients who have undergone cataract extraction.
Categories
  • Agents causing hyperkalemia
  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
ATC-CodeS01BC11
CAS number91714-94-2

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
Prostaglandin G/H synthase 2MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...unknowninhibitor
Prostaglandin G/H synthase 1MSRSLLLWFLLFLLLLPPLPVLLADPGAPTPVNPCCYYPCQHQGICVRFG...unknowninhibitor
Prostaglandin G/H synthase 2MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL1077
PubChem 60726
ChEMBL CHEMBL1077
ChEBI CHEBI:240107