New pyrazoles incorporating pyrazolylpyrazole moiety: Synthesis, anti-HCV and antitumor activity

Riyadh, Sayed M.; Farghaly, Thoraya A.; Abdallah, Magda A.; Abdalla, Mohamed M.; El‐Aziz, Mohamed R. Abd

doi:10.1016/j.ejmech.2009.11.050

Cited by 105 publications

(52 citation statements)

References 42 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…[1][2][3][4][5][6] They are also acknowledged for their anticancer activities. [7][8][9] Celecoxib, sulfaphenazole, CDPPB, linazolac, mepiprazole, and rimonabant are some of the pyrazole-based drugs available today in the market ( Figure 1). 10 Moreover, the chemistry of fused pyrazole derivatives has received great attention due to their pharmacological importance.…”

Section: Introductionmentioning

confidence: 99%

Convenient Synthesis, Characterization, Cytotoxicity and Toxicity of Pyrazole Derivatives

Kamel

2015

ACSi

View full text Add to dashboard Cite

The reaction of 1 with phenylisothiocyanate followed by treatment with the α-halocarbonyl compounds 24a-c afforded the thiazole derivatives 25a-c. The synthesized products were evaluated for their cytotoxicity against cancer and normal cell lines. Most compounds showed significant anticancer activity without affecting the normal fibroblast cells. The toxicity of the most pontent cytotoxic compounds was measured using Brine-Shrimp Lethality Assay.

show abstract

Section: Introductionmentioning

confidence: 99%

Convenient Synthesis, Characterization, Cytotoxicity and Toxicity of Pyrazole Derivatives

Kamel

2015

ACSi

View full text Add to dashboard Cite

show abstract

“…This is mainly due to the easy preparation and the important pharmacological activity. Therefore, the synthesis and selective functionalization of pyrazoleshas been thefocus of active research over theyears [1][2][3]. A survey of the literature reveals that some pyrazoles have been employed as antileukemic [4,5], antitumor [6, 7], anti-proliferative agents [8], anti-inflammatory and antimicrobial agents [9,10].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 2-(3-chloro-phenyl)-5-methyl-4-[1-(5-methyl-4-ptolyl- thiazol-2-ylimino)-ethyl]-2,4-dihydro-pyrazol-3-one, C23H-ClN4OS

Thakar

Friedrich

Joshi³

et al. 2013

Zeitschrift Für Kristallographie - New Crystal Structures

View full text Add to dashboard Cite

Source of materialAs olution of 4-acetyl-2-(3-chloro-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one (1.0 g, 3.99 mmol) in methanol (30 mL) was added to asolution of 5-methyl-4-p-tolyl-thiazol-2-ylamine (0.815 g, 3.99 mmol) in methanol (20 mL) under an inert atmosphere. The reaction mixture was refluxed for three hours. Completion of the reaction was monitored by silica TLC using hexane/ethyla cetate (8:2).T he reaction was allowed to cool to room temperature and then stirred overnight. Ayellow precipitete formed which wast hen filtered and washed with methanol (10 mL). Thec rude product, which was purified by crystallization from ethanol gave brown crystals. (1.22 g, 70% yield). M.p. = 451-452 K. Crystals suitable for X-ray diffraction were obtained by slow evaporation of the title compound from ad ichloromethane:hexane solution at room temperature. Experimental detailsAll Hatomswere positioned geometrically and allowed to ride on their respective parent atoms. The absorpton correction was based on fitting afunction to the empirical transmission surface as sampled by multiple equvalent measurements [14]. DiscussionThe pyrazole ring is aprominent structural motif found in numerous pharmaceutically active compounds. This is mainly due to the easy preparation and the important pharmacological activity. Therefore, the synthesis and selective functionalization of pyrazoleshas been thefocus of active research over theyears [1][2][3]. A survey of the literature reveals that some pyrazoles have been employed as antileukemic [4,5], antitumor [6, 7], anti-proliferative agents [8], anti-inflammatory and antimicrobial agents [9,10]. Schiff base ligands synthesized from pyrazole rings have also been employed in adiverse range of applications. We previously have reported the synthesis of the title structure and from NMR deduced that the Schiff base is present as the keto-imine tautomeric form [11]. Thediffraction data in this report clearly indicates that the nitrogen atom from 2-aminothiazole exists as a secondaryamine. Theketo-amine tautomeric formrather than the keto-imine predominates in the solid state. There areseveral examples from thel iterature wheret hish as been observed previously [12,13]. In the crystal lattice as ingle intramolcular hydrogen bonding arrangement is observed i.e. N3-H3···O1 3.0132(13) Å (Fig.).

show abstract

“…Настоящая работа посвящена исследованию взаимодействия 5-хлорпиразолов 2 и 3 с гидра-зингидратом с целью получения новых произ-водных пиразола как потенциальных биоактив-ных веществ [2][3][4][5][6][7][8][9][10][11][12].…”

Section: взаємодія 1-феніл-5-хлоро-1н-піразол-4-карбоксаміду і 1-феніunclassified

Interaction of 5-chloro-1-phenyl-1H-pyrazole-4-carboxamide and 5-chloro-N-formyl-1-phenyl-1H-pyrazole-4-carboxamide with hydrazine hydrate

Gurenko¹,

Khytova²,

Klyuchko³

et al. 2014

J. org. pharm. chem.

View full text Add to dashboard Cite

New pyrazoles incorporating pyrazolylpyrazole moiety: Synthesis, anti-HCV and antitumor activity

Cited by 105 publications

References 42 publications

Convenient Synthesis, Characterization, Cytotoxicity and Toxicity of Pyrazole Derivatives

Convenient Synthesis, Characterization, Cytotoxicity and Toxicity of Pyrazole Derivatives

Crystal structure of 2-(3-chloro-phenyl)-5-methyl-4-[1-(5-methyl-4-ptolyl- thiazol-2-ylimino)-ethyl]-2,4-dihydro-pyrazol-3-one, C23H-ClN4OS

Interaction of 5-chloro-1-phenyl-1H-pyrazole-4-carboxamide and 5-chloro-N-formyl-1-phenyl-1H-pyrazole-4-carboxamide with hydrazine hydrate

Contact Info

Product

Resources

About