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Pirprofen

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Pirprofen
Clinical data
ATC code
Identifiers
  • 2-[3-chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)phenyl]propanoic acid
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.046.172Edit this at Wikidata
Chemical and physical data
FormulaC13H14ClNO2
Molar mass251.71 g·mol−1
3D model (JSmol)
  • O=C(O)C(c1cc(Cl)c(cc1)N2C/C=C\C2)C
  • InChI=1S/C13H14ClNO2/c1-9(13(16)17)10-4-5-12(11(14)8-10)15-6-2-3-7-15/h2-5,8-9H,6-7H2,1H3,(H,16,17) checkY
  • Key:PIDSZXPFGCURGN-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Pirprofen was anonsteroidal anti-inflammatory drug (NSAID)[1] that was brought to market byCiba-Geigy in 1982 as a treatment forarthritis and pain. Its label was restricted after adverse events arose, including some cases of fatal liver toxicity.[2] Ciba-Geigy voluntarily withdrew the drug from the market worldwide in 1990.[3]: 223 

References

[edit]
  1. ^Todd PA, Beresford R (December 1986). "Pirprofen. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy".Drugs.32 (6):509–37.doi:10.2165/00003495-198632060-00003.PMID 3539573.S2CID 195692709.
  2. ^Depla AC, Vermeersch PH, van Gorp LH, Nadorp JH (August 1990). "Fatal acute liver failure associated with pirprofen. Report of a case and a review of the literature".The Netherlands Journal of Medicine.37 (1–2):32–6.PMID 2215831.
  3. ^WHO.Consolidated List of Products - Whose Consumption and/or Sale Have Been Banned, Withdrawn, Severely Restricted or Not Approved by Governments, Twelfth Issue - Pharmaceuticals. United Nations - New York, 2005
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;withdrawn drugs;veterinary use.
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
EP2Tooltip Prostaglandin EP2 receptor
EP3Tooltip Prostaglandin EP3 receptor
EP4Tooltip Prostaglandin EP4 receptor
Unsorted
FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
TP (TXA2)Tooltip Thromboxane receptor
Unsorted
Enzyme
(inhibitors)
COX
(
PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others


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