Repositioning Candidate Details

Candidate ID: R0290
Source ID: DB00812
Source Type: approved; vet_approved
Compound Type: small molecule
Compound Name: Phenylbutazone
Synonyms: 3,5-Dioxo-1,2-diphenyl-4-n-butylpyrazolidine; 4-butyl-1,2-diphenyl-pyrazolidine-3,5-dione; 4-n-Butyl-1,2-diphenyl-3,5-pyrazolidinedione; Phenbutazone; Phenylbutazone
Molecular Formula: C19H20N2O2
SMILES: CCCCC1C(=O)N(N(C1=O)C1=CC=CC=C1)C1=CC=CC=C1
Structure:
DrugBank Description: A drug that has anti-inflammatory, antipyretic, and analgesic activities. It is especially effective in the treatment of ankylosing spondylitis. It also is useful in rheumatoid arthritis and Reiter's syndrome (investigational indication). Although phenylbutazone is effective in gouty arthritis, risk/benefit considerations indicate that this drug should not be employed for this disease. (From AMA Drug Evaluations Annual, 1994, p1822)
CAS Number: 50-33-9
Molecular Weight: 308.3743
DrugBank Indication: For the treatment of backache and ankylosing spondylitis
DrugBank Pharmacology: Phenylbutazone is a synthetic, pyrazolone derivative. It is a nonhormonal anti-inflammatory, antipyretic compound useful in the management of inflammatory conditions. The apparent analgesic effect is probably related mainly to the compound's anti-inflammatory properties and arise from its ability to reduce production of prostaglandin H and prostacyclin. Prostaglandins act on a variety of cells such as vascular smooth muscle cells causing constriction or dilation, on platelets causing aggregation or disaggregation and on spinal neurons causing pain. Prostacylcin causes vascular constriction platelet disaggregation
DrugBank MoA: Phenylbutazone binds to and inactivates prostaglandin H synthase and prostacyclin synthase through peroxide (H2O2) mediated deactivation. The reduced production of prostaglandin leads to reduced inflammation of the surrounding tissues.
Targets: Prostaglandin G/H synthase 2 inhibitor; Prostacyclin synthase inhibitor; Prostaglandin G/H synthase 1 inhibitor
Inclusion Criteria: Therapeutic strategy associated