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

• ChemBase ID: 839
• Molecular Formular: C15H12BrNO3
• Molecular Mass: 334.16468
• Monoisotopic Mass: 333.00005525
• SMILES: Brc1ccc(C(=O)c2c(N)c(CC(=O)O)ccc2)cc1
• Canonical SMILES: OC(=O)Cc1cccc(c1N)C(=O)c1ccc(cc1)Br
• InChI: 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)
• InChIKey: ZBPLOVFIXSTCRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
• IUPAC Traditional name: [2-amino-3-(4-bromobenzoyl)phenyl]acetic acid; bromfenac
• Brand Name: Xibrom; Duract
• Synonyms: Bromfenac sodium; Bromfenac; 2-(2-Amino-3-(4-bromobenzoyl)phenyl)acetic acid

Database IDs

• CAS Number: 91714-94-2
• PubChem SID: 160964302; 46508121
• PubChem CID: 60726

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.807134
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.9541916
• LogD (pH = 7.4): 0.3960935
• Log P: 3.660174
• Molar Refractivity: 80.2643 cm^3
• Polarizability: 30.114202 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.0
• LOG S: -4.42
• Solubility (Water): 1.26e-02 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.4

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB00963

• Drug Groups: approved
• Description: Bromfenac 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 to optimize surgical outcomes.
• Indication: For the treatment of postoperative inflammation in patients who have undergone cataract extraction.
• Pharmacology: Bromfenac ophthalmic solution is a sterile, topical, nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use.
• Affected Organisms: Humans and other mammals
• Absorption: The plasma concentration of bromfenac following ocular administration in humans is unknown.
• External Links: RxList; Drugs.com