Design and synthesis of some pyrazole derivatives of expected anti-inflammatory and analgesic activities

Abstract

Design and synthesis of some pyrazole derivatives 4-11 of expected anti-inflammatory and analgesic activities. In addition, docking of the tested compounds into cyclooxygenase II using (MOE) was performed to rationalize the obtained biological results and their mechanism of action. The structures of the new compounds were elucidated by spectral and elemental analyses. All the newly synthesized compounds were evaluated for their anti-inflammatory activity using the carrageenan-induced rat paw edema method. Analgesic activity of the target compounds was measured using the p-benzoquinone writhing-induced method, and their ability to induce gastric toxicity was also evaluated. Results showed that the newly synthesized compounds exhibited weak to good activities compared to ibuprofen and celecoxib as reference drugs. Some compounds, such 4a and 11b exhibited significant anti-inflammatory activity with gastric ulcerogenic potential less than that of ibuprofen. Results of the analgesic activity showed that compounds possessing good antiinflammatory activity showed also good analgesic. Substitution of pyrazole ring with at least one aryl moiety was found to be essential for anti-inflammatory and analgesic activities. Free NH (of pyrazole ring) and/or acidic group (COOH) will improve the anti-inflammatory activity.

Synthesis, photophysical and photochemical properties of highly soluble phthalocyanines substituted with four 3,5-dimethylpyrazole-1-methoxy groups

“…They are inhibitors and deactivators of liver alcohol dehydrogenase [17]. The 3,5-substituted pyrazoles show hypoglycemic activity [13] in glucose primed and diabetic rats. Heterocyclic compounds are also used as intermediaries in the industry of the dyes [18].…”

“…Pyrazoles are one of the most important classes of heterocyclic compounds and they are very significant for medicinal chemistry [10]. Pyrazoles exhibit antiarrhythmic [11], antipyretic [12], analgesic and anti-inflammatory [13], neuroleptic [14], sedative-hypnotic effect [15] and antimicrobial activity [16]. They are inhibitors and deactivators of liver alcohol dehydrogenase [17].…”

Design, Synthesis and Biological Screening of Novel 1,5-Diphenyl-3-(4-(trifluoromethyl)phenyl)-2-pyrazoline Derivatives

“…9,10 Additionally, many studies proved different activities of pyrazoline derivatives as receptor tyrosine kinase, topoisomerase 1, carbonic anhydrase and cholinesterase inhibitors. It was found that nitrogen atoms of the pyrazoline ring and at least one substitution with aryl moiety are essential for anti-inflammatory activity (Gawad et al, 2012). [11][12][13][14][15] Several drug molecules carrying pyrazole core with different activities are currently available in the market, for example, antipyrine (analgesic), celecoxib (anti-inflammatory), pyrazofurin (antibiotic).…”

“…It was found that nitrogen atoms of the pyrazoline ring and at least one substitution with aryl moiety are essential for anti-inflammatory activity (Gawad et al, 2012). [11][12][13][14][15] Several drug molecules carrying pyrazole core with different activities are currently available in the market, for example, antipyrine (analgesic), celecoxib (anti-inflammatory), pyrazofurin (antibiotic). 16 It is known that fluorine substitution increases biological activity and metabolic-chemical stability (compared to C-H bond) in drug research.…”

Synthesis, Anti-inflammatory, Analgesic and Antipyretic Activity of Novel 1,3,5-Trisubstituted Pyrazole Derivatives

“…The plenteous literature affirms the ubiquitous nature of aza-heterocyclic compounds especially the pyrazole derivatives. They are documented to possess anti-inflammatory [4][5][6][7], antibacterial, antifungal [8][9][10][11], antiviral [12,13], antimalarial [14,15], analgesic [16][17][18], antipyretic [19,20], antidepressant [21][22][23], anticonvulsant [24,25], antidiabetic [26,27], antiangio-genetic [28], antitubercular [29] and anticancer [30][31][32][33] activities.…”