Agents and Actions

, Volume 39, Issue 3–4, pp 157–165 | Cite as

Ampiroxicam, an anti-inflammatory agent which is a prodrug of piroxicam

  • Thomas J. Carty
  • Anthony Marfat
  • Peter F. Moore
  • Fred C. Falkner
  • Thomas M. Twomey
  • Albert Weissman


Ampiroxicam is a nonacidic ether carbonate prodrug of piroxicam. Our results demonstrate that, in contrast to piroxicam, ampiroxicam does not possess detectable prostaglandin synthesis inhibitory activityin vitro. Ampiroxicam, however, has similarin vivo potency to piroxicam in suppressing paw swelling in rat adjuvant arthritis. In an acute model of paw inflammation in rats, ampiroxicam is less potent than piroxicam itself: the ED50's of ampiroxicam are 9- and 3.5-fold higher than those of piroxicam following a single or multiple (5) daily oral doses, respectively. Using the phenylbenzoquinone stretching test as a method of evaluating acute analgetic activity, the ED50 for ampiroxicam is about 3-fold higher than that of piroxicam. These tests of activity share the property of being partially prostaglandin-dependent. Ampiroxicam itself is not observed in plasma after oral dosing to man [24], nor in the rat, dog, and monkey as reported here. Bioavailability studies show that conversion to piroxicam is about 100%, 90%, 70%, and 50% in these four species, respectively. These results indicate that ampiroxicam's anti-inflammatory activity is producedin vivo by conversion to piroxicam and support its credentials as an efficacious prodrug of piroxicam.


Ether Arthritis Prostaglandin Oral Dose Piroxicam 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Abbreviations Used


arachidonic acid




area under the curve


maximal achievable plasma concentration of drug




dihydroxyeicosatetraenoic acids




dose causing 50% inhibition


5-hydroxyeicosatetraenoic acid


acetic acid


high performance liquid chromatography


concentration causing 50% inhibition


leukotriene B4


dose which causes 50% of the maximal protective effect achieved with a standard agent


non-steroidal anti-inflammatory drug




prostaglandin D2


rat basophilic leukemia cell line


rat foot edema


time required to reach maximum drug concentration in plasma


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Copyright information

© Birkhäuser Verlag 1993

Authors and Affiliations

  • Thomas J. Carty
    • 1
  • Anthony Marfat
    • 4
  • Peter F. Moore
    • 1
  • Fred C. Falkner
    • 2
  • Thomas M. Twomey
    • 2
  • Albert Weissman
    • 3
  1. 1.Department of Immunology and Infectious DiseaseCentral Research, Pfizer IncGrotonU.S.A.
  2. 2.Department of Drug MetabolismCentral Research, Pfizer IncGrotonU.S.A.
  3. 3.Department of General PharmacologyCentral Research, Pfizer IncGrotonU.S.A.
  4. 4.Department of Medicinal ChemistryCentral Research, Pfizer IncGrotonU.S.A.

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