Facile synthesis of bis(4,5-dihydro-1H-pyrazole-1-carboxamides) and their thio-analogues of potential PGE2 inhibitory properties

European Journal of Medicinal Chemistry

Volumn 44, Issue 5, 2009, Pages 2172-2177

  Barsoum, Flora F ^a   Girgis, Adel S ^b  

^a CAIRO UNIVERSITY   (Egypt)

^b NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Anti inflammatory; Bis(2 propen 1 ones); Bis(3 aryl 4,5 dihydro 1H pyrazole 1 carboxamides); Bis(3 aryl 4,5 dihydro 1H pyrazole 1 thiocarboxamides); PGE2

Indexed keywords

5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS(4,5 DIHYDRO 3 PHENYL 1H PYRAZOLE 1 CARBOXAMIDE); 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS(4,5 DIHYDRO 3 PHENYL 1H PYRAZOLE 1 THIOCARBOXAMIDE); 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[ 4,5 DIHYDRO 3 (4 FLUOROPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[ 4,5 DIHYDRO 3 (4 METHYLPHENYL) 1H PYRAZOLE 1 CARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[3 (4 CHLOROPHENYL) 4,5 DIHYDRO 1H PYRAZOLE 1 CARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[3 (4 CHLOROPHENYL) 4,5 DIHYDRO 1H PYRAZOLE 1 THIOCARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[4,5 DIHYDRO 3 (2 THIENYL) 1H PYRAZOLE 1 THIOCARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[4,5 DIHYDRO 3 (4 FLUOROPHENYL) 1H PYRAZOLE 1 THIOCARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 2,1 PHENYLENE)] BIS[4,5 DIHYDRO 3 (4 METHYLPHENYL) 1H PYRAZOLE 1 THIOCARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 4,1 PHENYLENE)] BIS(4,5 DIHYDRO 3 PHENYL 1H PYRAZOLE 1 THIOCARBOXAMIDE); 5,5' [1,2 ETHANEDIYL BIS(OXY 4,1 PHENYLENE)] BIS[3 (4 CHLOROPHENYL) 4,5 DIHYDRO 1H PYRAZOLE 1 THIOCARBOXAMIDE]; 5,5' [1,2 ETHANEDIYL BIS(OXY 4,1 PHENYLENE)] BIS[4,5 DIHYDRO 3 (4 METHYLPHENYL) 1H PYRAZOLE 1 THIOCARBOXAMIDE]; ACETIC ACID; AMIDE; ANTIINFLAMMATORY AGENT; CARRAGEENAN; INDOMETACIN; PROSTAGLANDIN E2; PROSTAGLANDIN INHIBITOR; PYRAZOLE DERIVATIVE; SEMICARBAZIDE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; ASSAY; CHEMICAL REACTION; CONTROLLED STUDY; DRUG SCREENING; DRUG SYNTHESIS; NONHUMAN; PAW EDEMA; RAT; ULCEROGENESIS;

AMIDES; ANIMALS; ANTI-INFLAMMATORY AGENTS; DINOPROSTONE; DRUG EVALUATION, PRECLINICAL; EDEMA; PYRAZOLES; RATS; SEMICARBAZIDES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 62549116959     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.10.020     Document Type: Article

References (20)

1. Gökhan-Kelekçi N., Yabanoǧlu S., Küpeli E., Salgin U., Özgen O., Uçar G., Yeşilada E., Kendi E., Yeşilada A., and Bilgin A.A. Bioorg. Med. Chem. 15 (2007) 5775-5786
2. Slikker W., Youdim M., Palmer G.C., Hall E., Williams C., and Trembly B. Ann. N.Y. Acad. Sci. 890 (1999) 529-533
3. Husain K., Abid M., and Azam A. Eur. J. Med. Chem. 43 (2008) 393-403
4. Budakoti A., Abid M., and Azam A. Eur. J. Med. Chem. 42 (2007) 544-551
5. Budakoti A., Abid M., and Azam A. Eur. J. Med. Chem. 41 (2006) 63-70
6. Abid M., and Azam A. Bioorg. Med. Chem. 13 (2005) 2213-2220
7. Abid M., and Azam A. Eur. J. Med. Chem. 40 (2005) 935-942
8. Espinosa-Cantellano M., and Martinez-Palomo A. Curr. Opin. Infect. Dis. 13 (2000) 451-456
9. Ali M.A., Shaharyar M., and Siddiqui A.A. Eur. J. Med. Chem. 42 (2007) 268-275
10. Özdemir Z., Kandilci H.B., Gümüşel B., Çaliş U., and Bilgin A.A. Eur. J. Med. Chem. 42 (2007) 373-379
11. Bilgin A.A., Palaska E., and Sunal R. Arzneimittel-forschung/Drug Res. 43 (1993) 1041-1044
12. Gökhan N., Yeşilada A., Uçar G., Erol K., and Bilgin A.A. Arch. Pharm. Med. Chem. 336 (2003) 362-371
13. Ruhoǧlu O., Özdemir Z., Çaliş U., Gümüşel B., and Bilgin A.A. Arzneimittel-forschung/Drug Res. 55 (2005) 431-436
14. Girgis A.S., and Ellithey M. Bioorg. Med. Chem. 14 (2006) 8527-8532
15. Girgis A.S., Mishriky N., Ellithey M., Hosni H.M., and Farag H. Bioorg. Med. Chem. 15 (2007) 2403-2413
16. Girgis A.S. Eur. J. Med. Chem. 43 (2008) 2116-2121
17. Winter C.A., Risley E.A., and Nuss G.W. Proc. Soc. Exp. Biol. Med. 111 (1962) 544-547
18. Barsoum F.F., Hosni H.M., and Girgis A.S. Bioorg. Med. Chem. 14 (2006) 3929-3937
19. Hamza Y.E., Sammour O.A., and Abdel-Latif H.A. Pharm. Ind. 56 (1994) 286-291
20. Khayyal M.T., El-Ghazaly M.A., Abdallah D.M., Okpanyi S.N., Kelber O., and Weiser D. Arzneimittel-forschung/Drug Res. 55 (2005) 677-687