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: |
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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 |

Strategy ID | Strategy | Synonyms | Related Targets | Related Drugs | |
---|---|---|---|---|---|
S05 | Anti-inflammatory | inflammatory | Bile acid; TNF-a inhibitor; Dual PPAR-α and -δ agonists; Toll-Like Receptor; (TLR)-4 antagonist; Caspase inhibitor; ASK-1 inhibitor | Ursodeoxycholic Acid; Pentoxifylline; Elafibranor; JKB-121; Emricasan; Selonsertib; | Details |
Target ID | Target Name | GENE | Action | Class | UniProtKB ID | Entry Name |
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Diseases ID | DO ID | Disease Name | Definition | Class | |
---|---|---|---|---|---|
I15 | 1290 | Bone disease | A connective tissue disease that affects the structure or development of bone or causes an impairment of normal bone function. http://en.wikipedia.org/wiki/Bone_disease | disease of anatomical entity/ musculoskeletal system disease/connective tissue disease | Details |