Structure via PubChem · Public domain (PubChem)
pirprofen
Sign in to savePirprofen was a nonsteroidal anti-inflammatory drug (NSAID) that was brought to market by Ciba-Geigy in 1982 as a treatment for arthritis and pain. Its label was restricted after adverse events arose, including some cases of fatal liver toxicity. Ciba-Geigy voluntarily withdrew the drug from the market worldwide in 1990.
Chemical data
- Formula
- C13H14ClNO2
- Molecular weight
- 251.71 g/mol
- IUPAC name
- 2-[3-chloro-4-(2,5-dihydropyrrol-1-yl)phenyl]propanoic acid
- SMILES
- CC(C1=CC(=C(C=C1)N2CC=CC2)Cl)C(=O)O
- InChIKey
- PIDSZXPFGCURGN-UHFFFAOYSA-N
- XLogP
- 2.9
- Polar surface area
- 40.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1987
- Indications
- rheumatic disease
via ChEMBL · EBI
Research
153 papers- Pirprofen.Drug intelligence & clinical pharmacy · 1983
- Pirprofen. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy.Drugs · 1986
- Pirprofen-induced fulminant hepatitis.Gastroenterology · 1985
- Pirprofen-associated hepatic injury.Journal of hepatology · 1987
- Pirprofen and aspirin in the treatment of rheumatoid arthritis.Clinical pharmacology and therapeutics · 1979
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 251.071
Show 4 more facts
- subject has role
- non-steroidal anti-inflammatory drug
- chemical formula
- C₁₃H₁₄ClNO₂
- canonical SMILES
- CC(C1=CC(=C(C=C1)N2CC=CC2)Cl)C(=O)O
- Commons category
- Pirprofen
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Pirprofen was a nonsteroidal anti-inflammatory drug (NSAID) that was brought to market by Ciba-Geigy in 1982 as a treatment for arthritis and pain. Its label was restricted after adverse events arose, including some cases of fatal liver toxicity. Ciba-Geigy voluntarily withdrew the drug from the market worldwide in 1990.
==References==
Excerpted from Wikipedia’s “pirprofen” article, available under the CC BY-SA 4.0 licence.
Available in 9 languages
via Wikidata sitelinks · CC0