Ticrynafen
Ticrynafen (tienilic acid) is a uricosuric diuretic and antihypertensive agent that inhibits renal tubular reabsorption of urate while also blocking sodium and chloride reabsorption. It was withdrawn from the market due to severe hepatotoxicity, including fatal hepatic necrosis associated with drug-metabolite-induced autoimmune liver injury. Its combined uricosuric and antihypertensive properties were clinically attractive, but the idiosyncratic hepatotoxic mechanism involving CYP2C9-generated reactive metabolites made it unsafe.
Moleküler Ağırlık
331,2000 g/mol
LogP
4,10
TPSA
91,80 Ų
Lipinski RO5
Geçer
Pharmacokinetics (PK)
Pharmacodynamics (PD)
2D Yapı
Cite this structure
Embed this structure
SMILES
O=C(O)COc1ccc(C(=O)c2cccs2)c(Cl)c1Cl
InChI
InChI=1S/C13H8Cl2O4S/c14-11-7(13(18)9-2-1-5-20-9)3-4-8(12(11)15)19-6-10(16)17/h1-5H,6H2,(H,16,17)
Molecular Formula
C13H8Cl2O4S
HBD / HBA
1 / 5
Döndürülebilir Bağlar
5
Ağır Atomlar
20
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Sıkça Sorulan Sorular
Ticrynafen (tienilic acid) is a uricosuric diuretic and antihypertensive agent that inhibits renal tubular reabsorption of urate while also blocking sodium and chloride reabsorption. It was withdrawn from the market due to severe hepatotoxicity, including fatal hepatic necrosis associated with drug-metabolite-induced autoimmune liver injury. Its combined uricosuric and antihypertensive properties were clinically attractive, but the idiosyncratic hepatotoxic mechanism involving CYP2C9-generated reactive metabolites made it unsafe.
Yes, Ticrynafen is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL267744. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 38409. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-28.
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