Journal of Medicinal Chemistry · 2008 · 84 citations · 26 references
MedicineMedicinal ChemistryPharmacologyDrug DesignPain ManagementPain MedicineAnalgesiaAnalgesic PharmacologyAnti-inflammatory PharmacologyGastrointestinal PharmacologyAnalgesic Drug MechanismsAnalgesic EffectsCyclooxygenase InhibitorsGastric InjuryNonsteroidal Anti-inflammatory Drug AnalgesiaNonsteroidal Anti-inflammatory Drug GastropathyNonsteroidal Anti-inflammatory Drug PharmacologyNonsteroidal Anti-inflammatory Drug Use
Although cyclooxygenase-1 (COX-1) inhibition is thought to be a major mechanism of gastric damage by nonsteroidal anti-inflammatory drugs (NSAIDs), some COX-1-selective inhibitors exhibit strong analgesic effects without causing gastric damage. However, it is not clear whether their analgesic effects are attributable to COX-1-inhibitory activity or other bioactivities. Here, we report that N-(5-amino-2-pyridinyl)-4-(trifluoromethyl)benzamide ( 18f, TFAP), which has a structure clearly different from those of currently available COX-1-selective inhibitors, is a potent COX-1-selective inhibitor (COX-1 IC 50 = 0.80 +/- 0.05 microM, COX-2 IC 50 = 210 +/- 10 microM). This compound causes little gastric damage in rats even at an oral dose of 300 mg/kg, though it has an analgesic effect at as low a dose as 10 mg/kg. Our results show that COX-1-selective inhibitors can be analgesic agents without causing gastric damage.
26
Naduviladath Vishvanath Chandrasekharan, Hu Dai, Katarina Roos et al. · Proceedings of the National Academy of Sciences · 2002 · 2K citations · Full text
Medicine, Biochemistry, Pharmacology +13
Thomas D. Penning, John J. Talley, Stephen R. Bertenshaw et al. · Journal of Medicinal Chemistry · 1997 · 2K citations · Full text
Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents
Ravi G. Kurumbail, Anna M. Stevens, James K. Gierse et al. · Nature · 1996 · 1.9K citations
Timothy D. Warner, Francesco Giuliano, Ivana Vojnovic et al. · Proceedings of the National Academy of Sciences · 1999 · 1.5K citations · Full text