Repositioning Candidate Details

Candidate ID: R0421
Source ID: DB01138
Source Type: approved
Compound Type: small molecule
Compound Name: Sulfinpyrazone
Synonyms: 1,2-Diphenyl-3,5-dioxo-4-(2-phenylsulfinylethyl)pyrazolidine; 1,2-Diphenyl-4-(2'-phenylsulfinethyl)-3,5-pyrazolidinedione; 4-(2-Benzenesulfinylethyl)-1,2-diphenylpyrazolidine-3,5-dione; Sulfinpyrazone; Sulfoxyphenylpyrazolidine; Sulphinpyrazone
Molecular Formula: C23H20N2O3S
SMILES: O=C1C(CCS(=O)C2=CC=CC=C2)C(=O)N(N1C1=CC=CC=C1)C1=CC=CC=C1
Structure:
DrugBank Description: A uricosuric drug that is used to reduce the serum urate levels in gout therapy. It lacks anti-inflammatory, analgesic, and diuretic properties.
CAS Number: 57-96-5
Molecular Weight: 404.482
DrugBank Indication: For the treatment of gout and gouty arthritis.
DrugBank Pharmacology: Sulfinpyrazone's pharmacologic activity is the potentiation of the urinary excretion of uric acid. It is useful for reducing the blood urate levels in patients with chronic tophaceous gout and acute intermittent gout, and for promoting the resorption of tophi.
DrugBank MoA: Sulfinpyrazone is an oral uricosuric agent (pyrazolone derivative) used to treat chronic or intermittent gouty arthritis. Sulfinpyrazone competitively inhibits the reabsorption of uric acid at the proximal convoluted tubule, thereby facilitating urinary excretion of uric acid and decreasing plasma urate concentrations. This is likely done through inhibition of the urate anion transporter (hURAT1) as well as the human organic anion transporter 4 (hOAT4). Sulfinpyrazone is not intended for the treatment of acute attacks because it lacks therapeutically useful analgesic and anti-inflammatory effects. Sulfinpyrazone and its sulfide metabolite possess COX inhibitory effects. Sulfinpyrazone has also been shown to be a UDP-glucuronsyltransferase inhibitor and a very potent CYP2C9 inhibitor. Sulfinpyrazone is also known to be a cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor as well as an inhibitor of several multridrug resistance proteins (MRPs).
Targets: Canalicular multispecific organic anion transporter 1 inhibitor; Multidrug resistance-associated protein 1 inhibitor; Solute carrier family 22 member 12 inhibitor; Nuclear receptor subfamily 1 group I member 2 activator
Inclusion Criteria: Therapeutic strategy associated