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Structure via PubChem · Public domain (PubChem)
tenidap
Sign in to saveTenidap was a COX/5-LOX inhibitor and cytokine-modulating anti-inflammatory drug candidate that was under development by Pfizer as a promising potential treatment for rheumatoid arthritis, but Pfizer halted development after marketing approval was rejected by the FDA in 1996 due to liver and kidney toxicity, which was attributed to metabolites of the drug with a thiophene moiety that caused oxidative damage.
Chemical data
- Formula
- C14H9ClN2O3S
- Molecular weight
- 320.8 g/mol
- IUPAC name
- 5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)indole-1-carboxamide
- SMILES
- C1=CSC(=C1)C(=O)C2=C(N(C3=C2C=C(C=C3)Cl)C(=O)N)O
- InChIKey
- IZSFDUMVCVVWKW-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 114 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
170 papers- Tenidap.Lancet (London, England) · 1995
- Tenidap: a novel cytokine-modulating antirheumatic drug for the treatment of rheumatoid arthritis.Scandinavian journal of rheumatology. Supplement · 1994
- Tenidap: not just another NSAID?Annals of the rheumatic diseases · 1996
- Tenidap--a new antiarthritic agent.Agents and actions. Supplements · 1993
- Effects of tenidap on intracellular signal transduction and the induction of proinflammatory cytokines: a review.General pharmacology · 1996
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 320.002228
Show 3 more facts
- chemical formula
- C₁₄H₉ClN₂O₃S
- canonical SMILES
- C=1C=C(SC1)C(=O)C=2C=3C=C(C=CC3N(C2O)C(=O)N)Cl
- Commons category
- Tenidap
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Tenidap was a COX/5-LOX inhibitor and cytokine-modulating anti-inflammatory drug candidate that was under development by Pfizer as a promising potential treatment for rheumatoid arthritis, but Pfizer halted development after marketing approval was rejected by the FDA in 1996 due to liver and kidney toxicity, which was attributed to metabolites of the drug with a thiophene moiety that caused oxidative damage.
== References ==
Excerpted from Wikipedia’s “tenidap” article, available under the CC BY-SA 4.0 licence.