Synthesis of some new 2,6-disubstituted-3(2H)-pyridazinone derivatives and investigation of their analgesic, anti-inflammatory and antimicrobial activities

被引:24
作者
Tiryaki, Didem [1 ]
Sukuroglu, Murat [1 ]
Dogruer, Deniz S. [1 ]
Akkol, Esra [2 ]
Ozgen, Selda [3 ]
Sahin, M. Fethi [1 ]
机构
[1] Gazi Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06330 Ankara, Turkey
[2] Gazi Univ, Fac Pharm, Dept Pharmacognosy, TR-06330 Ankara, Turkey
[3] Gazi Univ, Fac Pharm, Dept Microbiol, TR-06330 Ankara, Turkey
关键词
3(2H)-pyridazinone; Analgesic activity; Anti-inflammatory activity; Antimicrobial activity; INHIBITORS;
D O I
10.1007/s00044-012-0253-1
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In this study, 12 new 3(2H)-pyridazinone derivatives carrying 4-substituted phenylpiperazinylethyl moiety on lactam nitrogen were synthesized and their chemical structures were confirmed by H-1-NMR, mass, and elemental analysis. Analgesic and anti-inflammatory activities of the synthesized compounds were evaluated in mice. Among the synthesized compounds, compound 9c showed the best analgesic and anti-inflammatory activities without causing any gastric effect in stomachs of tested animals. In addition, the synthesized compounds were screened for their antibacterial and antifungal activities against some pathogenic strains.
引用
收藏
页码:2553 / 2560
页数:8
相关论文
共 24 条
[11]   STUDIES ON THE CONSTITUTENTS OF EPHEDRA .18. ANTIINFLAMMATORY ACTIONS OF EPHEDRINES IN ACUTE INFLAMMATIONS [J].
KASAHARA, Y ;
HIKINO, H ;
TSURUFUJI, S ;
WATANABE, M ;
OHUCHI, K .
PLANTA MEDICA, 1985, 51 (04) :325-331
[12]   ENDOGENOUS GLUCOCORTICOIDS REGULATE AN INDUCIBLE CYCLOOXYGENASE ENZYME [J].
MASFERRER, JL ;
SEIBERT, K ;
ZWEIFEL, B ;
NEEDLEMAN, P .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (09) :3917-3921
[13]  
OKUN R, 1963, J PHARMACOL EXP THER, V139, P107
[14]   Synthesis and biological evaluation of the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib) [J].
Penning, TD ;
Talley, JJ ;
Bertenshaw, SR ;
Carter, JS ;
Collins, PW ;
Docter, S ;
Graneto, MJ ;
Lee, LF ;
Malecha, JW ;
Miyashiro, JM ;
Rogers, RS ;
Rogier, DJ ;
Yu, SS ;
Anderson, GD ;
Burton, EG ;
Cogburn, JN ;
Gregory, SA ;
Koboldt, CM ;
Perkins, WE ;
Seibert, K ;
Veenhuizen, AW ;
Zhang, YY ;
Isakson, PC .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (09) :1347-1365
[15]   Antifungal resistance in pathogenic fungi [J].
Perea, S ;
Patterson, TF .
CLINICAL INFECTIOUS DISEASES, 2002, 35 (09) :1073-1080
[16]  
Piaz Vittorio Dal, 2003, Farmaco, V58, P1063, DOI 10.1016/S0014-827X(03)00162-9
[17]   The discovery of rofecoxib, [MK 966, Vioxx®, 4-(4′-methylsulfonylphenyl)-3-phenyl-2(5H)-furanone], an orally active cyclooxygenase-2 inhibitor [J].
Prasit, P ;
Wang, Z ;
Brideau, C ;
Chan, CC ;
Charleson, S ;
Cromlish, W ;
Ethier, D ;
Evans, JF ;
Ford-Hutchinson, AW ;
Gauthier, JY ;
Gordon, R ;
Guay, J ;
Gresser, M ;
Kargman, S ;
Kennedy, B ;
Leblanc, Y ;
Léger, S ;
Mancini, J ;
O'Neill, GP ;
Ouellet, M ;
Percival, MD ;
Perrier, H ;
Riendeau, D ;
Rodger, I ;
Tagari, P ;
Thérien, M ;
Vickers, P ;
Wong, E ;
Xu, LJ ;
Young, RN ;
Zamboni, R ;
Boyce, S ;
Rupniak, N ;
Forrest, N ;
Visco, D ;
Patrick, D .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (13) :1773-1778
[18]  
Rohet F, 1996, CHEM PHARM BULL, V44, P980
[19]   Synthesis, antibacterial and antifungal activity of some new pyridazinone metal complexes [J].
Sönmez, M ;
Berber, I ;
Akbas, E .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (01) :101-105
[20]   Synthesis, analgesic, and anti-inflammatory activities of [6-(3,5-dimethyl-4-chloropyrazole-1-yl)-3(2H-pyridazinon-2-yl]acetamides [J].
Süküroglu, M ;
Ergün, BÇ ;
Ünlü, S ;
Sahin, MF ;
Küpeli, E ;
Yesilada, E ;
Banoglu, E .
ARCHIVES OF PHARMACAL RESEARCH, 2005, 28 (05) :509-517