Discovery of novel analgesic and anti-inflammatory 3-arylamine-imidazo[1,2-a]pyridine symbiotic prototypes

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 1, 2009, Pages 74-84

  Lacerda, Renata B ^a   de Lima, Cleverton K F ^a   da Silva, Leandro L ^a   Romeiro, Nelilma C ^a   Miranda, Ana Luisa P ^a   Barreiro, Eliezer J ^a   Fraga, Carlos A M ^a  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

3 Arylamine imidazo 1,2 a pyridines; Analgesic; Anti inflammatory; p38 MAPK; Symbiotic drugs

Indexed keywords

2 (4 PYRIDINYL) N PHENYLIMIDAZO[1,2 A]PYRIDIN 3 AMINE; 2 PHENYL N (2 PYRIDINYL)IMIDAZO[1,2 A]PYRIDIN 3 AMINE; 3 ARYLAMINE IMIDAZO[1,2 A]PYRIDINE; 4 (4 FLUOROPHENYL) 2 (4 METHYLSULFINYLPHENYL) 5 (4 PYRIDYL)IMIDAZOLE; CAPSAICIN; CARRAGEENAN; CELECOXIB; DIMETHYL SULFOXIDE; LASSBIO 1135; LASSBIO 1140; LASSBIO 1141; MITOGEN ACTIVATED PROTEIN KINASE P38 INHIBITOR; N,2 DIPHENYLIMIDAZO[1,2 A]PYRIDIN 3 AMINE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANALGESIA; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG SYNTHESIS; FEMALE; HYPERALGESIA; IN VIVO STUDY; INFLAMMATION; MALE; NOCICEPTION; NONHUMAN; PAW EDEMA; RAT; SYMBIOSIS;

ANALGESICS; ANIMALS; ANTI-INFLAMMATORY AGENTS; CELL LINE; CYCLOOXYGENASE 2 INHIBITORS; DISEASE MODELS, ANIMAL; DRUG DESIGN; DRUG DISCOVERY; EDEMA; HUMANS; HYPERALGESIA; PYRIDINES; RATS;

MUS; RATTUS;

EID: 57649167100     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.11.018     Document Type: Article

References (33)

1. Davies S.P., Reddy H., Caivano M., and Cohen P. Biochem. J. 351 (2000) 95
2. Sherwood E.R., and Toliver-Kinsky T. Best Pract. Res. Clin. Anaesthesiol. 18 (2004) 385
3. Melnikova I. Nat. Rev. Drug Discov. 4 (2005) 453
4. Mitchell J.A., and Warner T.D. Nat. Rev. Drug Discov. 5 (2006) 75
5. Lee J.C., Laydon J.T., McDonnell P.C., Gallagher T.F., Kumar S., Green D., McNulty D., Blumenthal M.J., Heys J.R., Landvatter S.W., Strickler J.E., McLaughlin M.M., Siemens I.R., Fisher S.M., Livi G.P., White J.R., Adams J.L., and Young P.R. Nature 372 (1994) 739
6. Badger A.M., Bradbeer J.N., Votta B., Lee J.C., Adams J.L., and Griswold D.E. J. Pharmacol. Exp. Ther. 279 (1996) 1453
7. Lee M.R., and Dominguez C. Curr. Med. Chem. 12 (2005) 2979
8. Morphy R., Kay C., and Rankovic Z. Drug Discov. Today 9 (2004) 641
9. Fraga C.A.M., and Barreiro E.J. Curr. Drug Ther. 2 (2008) 13
10. Duarte C.D., Barreiro E.J., and Fraga C.A.M. Mini-Rev. Med. Chem. 7 (2007) 1108
11. Viegas-Junior C., Danuello A., Bolzani V.D., Barreir E.J., and Fraga C.A.M. Curr. Med. Chem. 14 (2007) 1829
12. Colletti S.L., Frie J.L., Dixon E.C., Singh S.B., Choi B.K., Scapin G., Fitzgerald C.E., Kumar S., Nichols E.A., O'Keefe S.J., O'Neill E.A., Porter G., Samuel K., Schmatz D.M., Schwartz C.D., Shoop W.L., Thompson C.M., Thompson J.E., Wang R.X., Woods A., Zaller D.M., and Doherty J.B. J. Med. Chem. 46 (2003) 349
13. Ribeiro I.G., da Silva K.C.M., Parrini S.C., de Miranda A.L.P., Fraga C.A.M., and Barreiro E.J. Eur. J. Med. Chem. 33 (1998) 225
14. Groebke K., Weber L., and Mehlin F. Synlett (1998) 661
15. Passerini M. Gazz. Chim. Ital. 51 (1921) 126
16. Domling A., and Ugi I. Angew. Chem., Int. Ed. Engl. 39 (2000) 3169
17. Hartman G.D., and Weinstock L.M. Org. Synth. 50-9 (1988) 620
18. Guo J.H., and Mayr A. Inorg. Chim. Acta 261 (1997) 141
19. Parchinsky V.Z., Shuvalova O., Ushakova O., Kravchenko D.V., and Krasavin M. Tetrahedron Lett. 47 (2006) 947
20. Trost B.M., and Curran D.P. Tetrahedron Lett. 22 (1981) 1287
21. Mandair G.S., Light M., Russell A., Hursthouse M., and Bradley M. Tetrahedron Lett. 43 (2002) 4267
22. Collier H.O.J., Dinneen L.C., Johnson C.A., and Schneide C. Br. J. Pharmacol. 32 (1968) 295
23. Ferreira S.H. Nat. New Biol. 240 (1972) 200
24. Lu Z.H., Xiong X.Y., Zhang B.L., Lin G.C., Shi Y.X., Liu Z.G., Meng J.R., Zhou Y.M., and Mei Q.B. Acta Pharmacol. Sin. 26 (2005) 1505
25. Patrignani P., Panara M.R., Greco A., Fusco O., Natoli C., Iacobelli S., Cipollone F., Ganci A., Creminon C., Maclouf J., and Patrono C. J. Pharmacol. Exp. Ther. 271 (1994) 1705
26. Mizushima T., Obata K., Yamanaka H., Dai Y., Fukuoka T., Tokunaga A., Mashimo T., and Noguchi K. Pain 113 (2005) 51
27. Kurumbail R.G., Stevens A.M., Gierse J.K., McDonald J.J., Stegeman R.A., Pak J.Y., Gildehaus D., Miyashiro J.M., Penning T.D., Seibert K., Isakson P.C., and Stallings W.C. Nature 384 (1996) 644
28. Krein D.M., and Lowary T.L. J. Org. Chem. 67 (2002) 4965
29. Claussen H., Buning C., Rarey M., and Lengauer T. J. Mol. Biol. 308 (2001) 377
30. Berman H.M., Westbrook J., Feng Z., Gilliland G., Bhat T.N., Weissig H., Shindyalov I.N., and Bourne P.E. Nucleic Acids Res. 28 (2000) 235
31. Rarey M., Kramer B., Lengauer T., and Klebe G. J. Mol. Biol. 261 (1996) 470
32. SYBYL 7.3 ed.; Tripos Inc.: 1699 South Hanley Rd, St. Louis, Missouri, 63144, USA.
33. Dewar M.J.S., Zoebisch E.G., Healy E.F., and Stewart J.J.P. J. Am. Chem. Soc. 107 (1985) 3902