Repositioning Candidate Details

Candidate ID: R0312
Source ID: DB00861
Source Type: approved; investigational
Compound Type: small molecule
Compound Name: Diflunisal
Synonyms: 2-(hydroxy)-5-(2,4-difluorophenyl)benzoic acid; 2',4'-difluoro-4-hydroxy-3-biphenylcarboxylic acid; 5-(2,4-difluorophenyl)salicylic acid
Molecular Formula: C13H8F2O3
SMILES: OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1
Structure:
DrugBank Description: Diflunisal, a salicylate derivative, is a nonsteroidal anti-inflammatory agent (NSAIA) with pharmacologic actions similar to other prototypical NSAIAs. Diflunisal possesses anti-inflammatory, analgesic and antipyretic activity. Though its mechanism of action has not been clearly established, most of its actions appear to be associated with inhibition of prostaglandin synthesis via the arachidonic acid pathway. Diflunisal is used to relieve pain accompanied with inflammation and in the symptomatic treatment of rheumatoid arthritis and osteoarthritis.
CAS Number: 22494-42-4
Molecular Weight: 250.1976
DrugBank Indication: For symptomatic treatment of mild to moderate pain accompanied by inflammation (e.g. musculoskeletal trauma, post-dental extraction, post-episiotomy), osteoarthritis, and rheumatoid arthritis.
DrugBank Pharmacology: Diflunisal is a nonsteroidal drug with analgesic, anti-inflammatory and antipyretic properties. It is a peripherally-acting non-narcotic analgesic drug. Habituation, tolerance and addiction have not been reported. Diflunisal is a difluorophenyl derivative of salicylic acid. Chemically, diflunisal differs from aspirin (acetylsalicylic acid) in two respects. The first of these two is the presence of a difluorophenyl substituent at carbon 1. The second difference is the removal of the 0-acetyl group from the carbon 4 position. Diflunisal is not metabolized to salicylic acid, and the fluorine atoms are not displaced from the difluorophenyl ring structure.
DrugBank MoA: The precise mechanism of the analgesic and anti-inflammatory actions of diflunisal is not known. Diflunisal is a prostaglandin synthetase inhibitor. In animals, prostaglandins sensitize afferent nerves and potentiate the action of bradykinin in inducing pain. Since prostaglandins are known to be among the mediators of pain and inflammation, the mode of action of diflunisal may be due to a decrease of prostaglandins in peripheral tissues.
Targets: Prostaglandin G/H synthase 2 inhibitor; Prostaglandin G/H synthase 1 inhibitor
Inclusion Criteria: Therapeutic strategy associated