4-hydroxy-3-quinolinecarboxamides with Antiarthritic and Analgesic Activities

Journal of Medicinal Chemistry

Volumn 31, Issue 7, 1988, Pages 1453-1462

  Clemence, François ^a   Le Martret, Odile ^a   Delevallee, Françoise ^a   Benzoni, Josette ^a   Jouanen, Alain ^a   Jouquey, Simone ^a   Mouren, Michel ^a   Deraedt, Roger ^a  

^a SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXY 3 QUINOLINECARBOXAMIDE DERIVATIVE; ANALGESIC AGENT; ANTIINFLAMMATORY AGENT; ANTIRHEUMATIC AGENT; CARRAGEENAN; PIROXICAM; UNCLASSIFIED DRUG;

ADJUVANT DISEASE; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; DRUG SYNTHESIS; FOOT EDEMA; MOUSE; NOCICEPTION; NONHUMAN; ORAL DRUG ADMINISTRATION; RAT; WRITHING TEST;

AMIDES; ANALGESIA; ANIMAL; ANTI-INFLAMMATORY AGENTS; ARACHIDONATE 5-LIPOXYGENASE; ARTHRITIS; ARTHRITIS, EXPERIMENTAL; CARRAGEENAN; CATTLE; CHEMISTRY; COMPARATIVE STUDY; CYCLOOXYGENASE INHIBITORS; EDEMA; FEMALE; HYDROXYQUINOLINES; MALE; MICE; PAIN MEASUREMENT; RATS; RATS, INBRED LEW; RATS, INBRED STRAINS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0023786018     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00402a034     Document Type: Article

References (27)

1. Lombardino, J. G. Annual Reports in Medicinal Chemistry; Hess, H. J., Ed.; Academic: New York, 1981; p 189.
2. Cullen, E. J. Pharm. Sci. 1984, 73, 579.
3. Turner, R. A. Drugs Today 1984, 20, 639.
4. Clemence, F.; Le Martret, O.; Fournex, R.; Plassard, G.; Dagnaux, M. Eur. J. Med. Chem.-Chim. Ther. 1974, 9, 390.
5. Lombardino, J. G.; Wiseman, E. H.; Chiaini, J. J. Med. Chem. 1973, 16, 493.
6. Lombardino, J. G.; Wiseman, E. H. Med. Res. Rev. 1982, 2, 127.
7. Zinnes, H.; Sircar, J. C.; Lindo, N.; Schwartz, M. L.; Fabian, A. C.; Shavel, J., Jr.; Kasulanis, C. F.; Genzer, J. D.; Lutomski, C.; Dipasquale, G. J. Med. Chem. 1982, 25, 12.
8. Aliais, A.; Rousseau, G.; Meier, J.; Nominé, G.; Peterfalvi, M.; Deraedt, R.; Chifflot, L.; Benzoni, J.; Fournex, R. Eur. J. Med. Chem.-Chim. Ther. 1973, 8, 154.
9. MacKenzie, A. H. Arthritis Rheum. 1970, 13, 280.
10. Clémence, F.; Le Martret, O.; Collard, J. J. Heterocycl. Chem. 1984, 21, 1345.
11. Clémence, F.; Hunt, P.; Le Martret, O.; Humbert, D. Eur. Pat. Appl. EP 67,772, 1982.
12. Clémence, F.; Hunt, P.; Le Martret, O.; Humbert, D. Chem. Abstr. 1983, 98, 179365w.
13. Hunt, P.; Humbert, D.; Case, J. C.; Clémence, F.; Boaventura, A. M. Proceedings of 8th International Symposium on Medicinal Chemistry; Uppsala, Sweden, August 27-31; Swedish Pharmaceutical Press: Stockholm, 1984.
14. Higgs, G. A.; Flower, R. J.; Vane, J. R. Biochem. Pharmacol. 1979, 28, 1959.
15. Aliais, A.; Clémence, F.; Deraedt, R.; Le Martret, O. Ger. Offen. 2 705 446, 1977.
16. Aliais, A.; Clémence, F.; Deraedt, R.; Le Martret, O. Chem. Abstr. 1977, 87, 1520422.
17. Aliais, A.; Clemence, F.; Deraedt, R., Le Martret, O. French Patent 2,377,400, 1978.
18. Aliais, A.; Clemence, F.; Deraedt, R., Le Martret, O. Chem. Abstr. 1979, 91, 56839b.
19. Lauer, W. M.; Arnold, R. T.; Tiffany, B.; Tinker, J. J. Am. Chem. Soc. 1946, 68, 1268.
20. Fuller, R. W.; Molloy, B. B.; Day, W. A.; Roush, B. W.; Marsh, M. M. J. Med. Chem. 1973, 16, 101.
21. Takeguchi, C.; Kohno, E.; Sih, J. C. Biochemistry 1971, 10, 2372.
22. Winter, C. A.; Risley, E. A.; Nuss, G. W. Proc. Soc. Exp. Biol. 1962, 111, 544.
23. Litchfield, J. T.; Wilcoxon, F. J. Pharmacol. 1949, 96, 99.
24. Walz, D. T.; Di Martino, M. J.; Misher, A. J. Pharm. Exp. Ther. 1971, 178, 223.
25. Branceni, D.; Gonin, J. Rev. Fr. Etud. Clin. Biol. 1969, 14, 754.
26. Koster, R.; Anderson, M.; De Beer, E. J. Fed. Proc., Fed. Am. Soc. Exp. Biol. 1979, 18, 412.
27. Peterfalvi, M.; Deraedt, R.; Benzoni, J.; Chifflot, L.; Fournex, R. Arch. Int. Pharmacodyn. Ther. 1975, 216, 97.