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Chemical Compound Review

Rengasil     2-[3-chloro-4-(2,5- dihydropyrrol-1...

Synonyms: Pirprofen, Pirprofene, Pirprofeno, Pirprofenum, SureCN24311, ...
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Disease relevance of SU 21524

  • Although the risk of fulminant hepatitis is very low, we recommend that, in patients taking pirprofen for more than 2 mo and complaining of asthenia, nausea, or vomiting, serum aminotransferase levels should be measured and administration of the drug should be interrupted as soon as an increased level is noted [1].
  • A total of 55 patients with primary dysmenorrhea who had shown a favorable response to a preliminary treatment cycle with placebo were admitted to a double-blind study on placebo versus antiprostaglandin agents (naproxen and pirprofen) [2].
  • This study establishes the usefulness of pirprofen in the treatment of acute migraine [3].
  • Working ability was well preserved with pirprofen, especially among patients with common migraine, and this treatment was ranked highest by the patients [3].
  • At the dose of 100 mg/kg body weight for 1, 3, and 5 days, pirprofen was unable to induce its own glucuronidation [4].

High impact information on SU 21524

  • We studied hepatic MTP activity, the lipoproteins present in the ER lumen, and hepatic lipoprotein secretion 4 hours after administration of a single dose of amineptine (1 mmol/kg), amiodarone (1 mmol/kg), doxycycline (0.25 mmol/kg), tetracycline (0.25 mmol/kg), tianeptine (0.5 mmol/kg), or pirprofen (2 mmol/kg) in mice [5].
  • Pirprofen and aspirin in the treatment of rheumatoid arthritis [6].
  • There were no statistically significant differences in efficacy between pirprofen and aspirin, as evidenced by patient opinion, observer opinion, grip strength, walking time, number of tender joints, number of swollen joints, or erythrocyte sedimentation rate [6].
  • Audiologic evaluation revealed 3 pirprofen-treated patients and 5 aspirin-treated patients in whom sensorineural hearing loss progressed during therapy and required either discontinuation or reduction of drug dosage [6].
  • Orally administered pirprofen is rapidly and almost completely absorbed from the gastrointestinal tract, resulting in maximum plasma levels in 1 to 2 hr [7].

Chemical compound and disease context of SU 21524


Biological context of SU 21524


Anatomical context of SU 21524


Associations of SU 21524 with other chemical compounds

  • In a double-blind, between-patient trial, a new cyclo-oxygenase inhibitor, pirprofen (800 mg/day), was compared with indomethacin (100 mg/day) and placebo in 56 patients undergoing cataract extraction [17].
  • The susceptibility of established Trypanosoma brucei (8/18 strain) infection in mice and rabbits to low doses of diminazene (Berenil) in combination therapy with non-steroidal anti-inflammatory drugs (NSAIDs) has been evaluated using piroxicam (Feldene) and pirprofen (Rengasil) as examples of the NSAID [18].
  • The direct effects on the cartilage articular surface of three anti-inflammatory drugs (Diclofenac, Pirprofen and acetyl-salicylic acid) and of a polysulfated glycosaminoglycan (Arteparon), were studied using an in vitro system in which BALB-c mouse femoral heads were incubated with the drugs [19].
  • Experimental spinal cord trauma was performed intraoperatively in 132 rabbits (Allen's method modified by Faden et al.). Only 77 animals were administered drugs (glucocorticoids, antioxidants and anti-inflammatory nonsteroids): Prednisolon, Fluocinolon-N-spray, Epurox, Ketazone, Rheopyrin and Rengasil [20].
  • Inhibition of prostaglandin synthase by pirprofen. Studies with sheep seminal vesicle enzyme [21].

Gene context of SU 21524

  • These experimental results suggest that a reduction of the accumulation and activation of inflammatory cells in tissues may represent another way, together with cyclooxygenase inhibition, by which pirprofen realizes its antiinflammatory activity in vivo [22].

Analytical, diagnostic and therapeutic context of SU 21524


  1. Pirprofen-induced fulminant hepatitis. Danan, G., Trunet, P., Bernuau, J., Degott, C., Babany, G., Pessayre, D., Rueff, B., Benhamou, J.P. Gastroenterology (1985) [Pubmed]
  2. Dynamics and significance of placebo response in primary dysmenorrhea. Fedele, L., Marchini, M., Acaia, B., Garagiola, U., Tiengo, M. Pain (1989) [Pubmed]
  3. Placebo-controlled double-blind trial of pirprofen and an ergotamine tartrate compound in migraine attacks. Kinnunen, E., Erkinjuntti, T., Färkkilä, M., Palomäki, H., Porras, J., Teirmaa, H., Freudenthal, Y., Andersson, P. Cephalalgia : an international journal of headache. (1988) [Pubmed]
  4. Glucuronidation of 2-arylpropionic acids pirprofen, flurbiprofen, and ibuprofen by liver microsomes. Magdalou, J., Chajes, V., Lafaurie, C., Siest, G. Drug Metab. Dispos. (1990) [Pubmed]
  5. Inhibition of microsomal triglyceride transfer protein: another mechanism for drug-induced steatosis in mice. Lettéron, P., Sutton, A., Mansouri, A., Fromenty, B., Pessayre, D. Hepatology (2003) [Pubmed]
  6. Pirprofen and aspirin in the treatment of rheumatoid arthritis. Davis, J.D., Struth, A.G., Turner, R.A., Pisko, E.J., Ruchte, I.R. Clin. Pharmacol. Ther. (1979) [Pubmed]
  7. Disposition of pirprofen, a new anti-inflammatory drug. Luders, R.C., Maggio-Cavaliere, M.B., Egger, H., Gum, O.B., Resnick, O., Bartlett, F., Gaito, M.J., Soo, A., Li, C. Clin. Pharmacol. Ther. (1977) [Pubmed]
  8. Pharmacotherapy of osteoarthritis with particular reference to night pain (double blind trial of pirprofen and piroxicam). Pavelka, K., Trnavský, K. Zeitschrift für Rheumatologie. (1986) [Pubmed]
  9. Binding of pirprofen to human serum albumin studied by dialysis and spectroscopy techniques. Otagiri, M., Masuda, K., Imai, T., Imamura, Y., Yamasaki, M. Biochem. Pharmacol. (1989) [Pubmed]
  10. Stereospecific high-performance liquid chromatographic assay of pirprofen enantiomers in rat plasma and urine. Liang, W.T., Brocks, D.R., Jamali, F. J. Chromatogr. (1992) [Pubmed]
  11. Determination of pirprofen in biological material by gas-liquid chromatography with nitrogen-specific and electron-capture detection. Degen, P.H., Schweizer, A., Sioufi, A. J. Chromatogr. (1984) [Pubmed]
  12. High-performance liquid chromatographic determination of pirprofen and five of its metabolites in human plasma without hydrolysis and in human urine before and after chemical hydrolysis. Sioufi, A., Marfil, F., Richard, J., Colussi, D., Dubois, J.P. J. Chromatogr. (1989) [Pubmed]
  13. Effect of pirprofen on glibenclamide kinetics and response. Morrison, P.J., Rogers, H.J., Spector, R.G., Bradbrook, I.D., John, V.A. British journal of clinical pharmacology. (1982) [Pubmed]
  14. Analysis of pirprofen in cerebrospinal fluid, plasma, and synovial fluid by high-performance liquid chromatography with electrochemical detection. Zecca, L., Ferrario, P., Pirola, R., Zambotti, F., Zonta, N., Fraschini, F. Journal of pharmaceutical sciences. (1989) [Pubmed]
  15. A comparison of severe gastric damage as a result of pirprofen and naproxen treatment in rheumatoid arthritis: a controlled endoscopic study. Montrone, F., Petrillo, M., Caruso, I., Porro, G.B. J. Intern. Med. (1994) [Pubmed]
  16. A double-blind comparison of aspirin and pirprofen in the treatment of rheumatoid arthritis. Singleton, C.M., Wild, J.H. J. Rheumatol. (1980) [Pubmed]
  17. Pirprofen in postoperative course following cataract extraction: a controlled trial. Saggio, F., Monza, G. Drugs under experimental and clinical research. (1985) [Pubmed]
  18. Combination therapy of trypanosomiasis using diminazene and non-steroidal anti-inflammatory drugs. Abatan, M.O. Journal of chemotherapy (Florence, Italy) (1991) [Pubmed]
  19. Drug action on articular cartilage surface. An in vitro study using mouse femoral heads labeled with cationized ferritin. Stanescu, R., Peyron, J., Stanescu, V. Clin. Rheumatol. (1987) [Pubmed]
  20. Neuropathologic and therapeutic studies in experimental spinal cord trauma. Anghelescu, N., Petrescu, A., Alexandrescu, I. Romanian journal of neurology and psychiatry = Revue roumaine de neurologie et psychiatrie. (1991) [Pubmed]
  21. Inhibition of prostaglandin synthase by pirprofen. Studies with sheep seminal vesicle enzyme. Ku, E.C., Wasvary, J.M. Biochim. Biophys. Acta (1975) [Pubmed]
  22. Effect of pirprofen on polymorphonuclear leukocyte functions in vitro. Capsoni, F., Venegoni, E., Minonzio, F., Ongari, A.M., Maresca, V., Zanussi, C. International journal of tissue reactions. (1987) [Pubmed]
  23. Determination of the (+)- and (-)-enantiomers of pirprofen in human plasma by high-performance liquid chromatography. Sioufi, A., Colussi, D., Marfil, F., Dubois, J.P. J. Chromatogr. (1987) [Pubmed]
  24. Pirprofen (Rengasil) in the treatment of juvenile rheumatoid arthritis. A segment I study. Bass, J.C., Giannini, E.H., Brewer, E.J., Athreya, B.H., Brandstrup, N.E., Goldsmith, D.P., Miller, J.J., Pachman, L.M. J. Rheumatol. (1982) [Pubmed]
  25. Metabolism of pirprofen in man, monkey, rat, and mouse. Egger, H., Bartlett, F., Yuan, H.P., Karliner, J. Drug Metab. Dispos. (1982) [Pubmed]
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