Tienilic acid (ticrynafen) Report issue

Small molecule Withdrawn
ChEMBL DrugBank Drug Central KEGG MeSH PubChem

Active Ingredient History

NOW
  • Now
Ticrynafen, or tienilic acid, is a diuretic drug with uric acid-lowering action, formerly marketed for the treatment of hypertension. It was withdrawn from the market only months after its introduction because of reports of serious incidents of drug-induced liver injury including some fatalities. Its hepatotoxicity is considered to be primarily immunoallergic in nature. Tienilic acid is a thiophene-containing mechanism-based inactivator of P450 2C9, resulting from covalent modification of the P450 2C9 protein. The bioactivation mechanism involves oxidation of the thiophene ring system.   NCATS

Chemistry

  • SMILES: OC(=O)COC1=CC=C(C(=O)C2=CC=CS2)C(Cl)=C1Cl
  • InChIKey: AGHANLSBXUWXTB-UHFFFAOYSA-N
  • Mol. Mass: 331.171
  • ALogP: 3.75
  • ChEMBL Molecule:
    ticrynafen  
More Chemistry

Pharmacology

  • Mechanism of Action:
  • Multi-specific: Missing data
  • Black Box: No
  • Availability: Missing data
  • Delivery Methods: Missing data
  • Pro Drug: No

Alternative names

(2,3-dichloro-4-(2-thenoyl)phenoxy)acetic acid | (2,3-dichloro-4-(2-thienylcarbonyl)phenoxy)acetic acid | (2,3-dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acid | 4-(2-theonyl)-2,3-dichlorphenoxyessigsaeure | 4-(2-thienylketo)-2,3-dichlorophenoxyacetic acid | acide tienilique | acido tienilico | acidum tienilicum | selacryn | sk&f-62698 | thienylic acid | ticrynafen | tienilic acid | tienilico acido | tienylic acid

Organizations (1)

Research & Development (0)

Organization Org Type FDA approvals Clinical Trials involvement Org ID Force Sort

Marketing (1)

Organization Org Type FDA approvals Clinical Trials involvement Org ID Force Sort

Indications (1)

Approved Indications (1)


 

Hypertension (approved 1979)

Experimental Indications - Clinical Trial Phases 1-4 (1)


 

Hypertension ()

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