Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity

Chandra, Trilok; Garg, Neha; Lata, Suman; Saxena, K. K.; Kumar, Ashok

doi:10.1016/j.ejmech.2010.01.009

Cited by 77 publications

(33 citation statements)

References 11 publications

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“…Many pyrazole derivatives are reported to have a broad spectrum of biological activities, such as anti-inflammatory [13], antifungal [14], antiviral [15], cytotoxic [12], A3 adenosine receptor antagonists [16], antioxidant [13], antihypertensive [17], tranquilizing, muscle relaxant, psychoanaleptic, hypnotic, ulcerogenic, antidepressant, antibacterial and analgesic effects [18]. Pharmacologically-interesting heterocyclic systems like pyrazolines have been widely studied owing to their pharmacological activities, which include anti-tumor [19,20], anti-inflammatory [21][22][23][24][25][26][27][28][29][30][31][32], anti-parasitary [33], anticonvulsant [34], antimicrobial [35][36][37][38][39], antinociceptives [40], antimalarial [41], nitric oxide synthase inhibitory, associated with diseases such as Alzheimer, Huntington, and inflammatory arthritis [42], antidepressant [43,44], anticancer [45][46][47], antibacterial [48], antitubercular, analgesic [49], antiviral [46], antioxidant [50], antiamoebic …”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antibacterial and Antifungal Activity of Some New Pyrazoline and Pyrazole Derivatives

Hassan

2013

Molecules

127

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A series of 2-pyrazolines 5-9 have been synthesized from α,β-unsaturated ketones 2-4. New 2-pyrazoline derivatives 13-15 bearing benzenesulfonamide moieties were then synthesized by condensing the appropriate chalcones 2-4 with 4-hydrazinyl benzenesulfonamide hydrochloride. Ethyl [1,2,4] Condensation of 6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (1') with compound 24 or 25 afforded the corresponding Schiff's bases 36 and 37, respectively. Reaction of the Schiff's base 37 with benzoyl hydrazine or acetic anhydride afforded benzohydrazide derivative 39 and the cyclized compound 40, respectively. Furthermore, the pyrazole derivatives 42-44 were synthesized by cyclization of hydrazine derivative 25 with the prepared chalcones 2-4. All the newly synthesized compounds have been characterized on the basis of IR and 1 H-NMR spectral data as well as physical data.Antimicrobial activity against the organisms E. coli ATCC8739 and P. aeruginosa ATCC 9027 as examples of Gram-negative bacteria, S. aureus ATCC 6583P as an example of Gram-positive bacteria and C. albicans ATCC 2091 as an example of a yeast-like fungus have been studied using the Nutrient Agar (NA) and Sabouraud Dextrose Agar (SDA) diffusion methods. The best performance was found for the compounds 16, 17, 19 and 20.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Antibacterial and Antifungal Activity of Some New Pyrazoline and Pyrazole Derivatives

Hassan

2013

Molecules

127

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“…Pyrazolines are prominent nitrogen containing ve membered heterocyclic compounds possessing broad spectrum of bioactivities such as antimicrobial [2,3], antiin ammatory [4], antitubercular and anelgesic [5], LDL-oxidation inhibitor [6], antidepresant [7] activities. Medicinally important pyrazoline derivatives are 1,3,5-trisubstituted pyrazolines.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 4-[5-(4-fluorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydropyrazol-1-yl] benzenesulfonamide, C₂₁H₁₈FN₃O₃S

Aydın

Bilginer

Gül

et al. 2015

Zeitschrift Für Kristallographie - New Crystal Structures

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“…[27]. Recently, emphasis has been given to synthesis of pyrazoles having novel functional groups attached to either C-2 or C-5 of the oxadiazole ring [28]. The amino and mercapto groups in oxadiazole are readily accessible nucleophilic centers.…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, and pharmacological studies of some new Mannich bases and S-alkylated analogs of pyrazole integrated 1,3,4-oxadiazole

Viveka

Dinesha

Shama³

et al. 2015

Res Chem Intermed

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A facile and convenient synthesis of Mannich bases 5a-f and S-alkylated derivatives 6a-f and 7a-f has been carried out from the key intermediate 5-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-1,3,4-oxadiazole-2(3H)-thione (4). Intermediate 4 was obtained from one-pot reaction of ethyl acetoacetate, phenylhydrazine, and N,N-dimethylformamide dimethyl acetal (DMF-DMA) followed by reaction with hydrazine hydrate and carbon disulfide. The structure of the newly synthesized compounds was established on the basis of elemental analysis, infrared (IR), 1 H nuclear magnetic resonance (NMR), 13 C NMR, and mass spectroscopic data. All synthesized compounds were screened for in vivo antiinflammatory, in vivo analgesic, and in vitro antimicrobial activity. From the activity studies, it was concluded that, among all the derivatives, compounds 5c, 5e, 5f, 6c, 7b, and 7c showed potent antiinflammatory activity, whereas 5b, 5c, 5e, 5f, 6c, 6f, 7b, 7c, and 7e exhibited good analgesic activity. Compounds 6a, 6c, 7b, 7c, and 7d showed maximum activity against the bacterial strains. Efforts were also made to establish structureactivity relationships among the tested compounds.

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Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity

Cited by 77 publications

References 11 publications

Synthesis, Antibacterial and Antifungal Activity of Some New Pyrazoline and Pyrazole Derivatives

Synthesis, Antibacterial and Antifungal Activity of Some New Pyrazoline and Pyrazole Derivatives

Crystal structure of 4-[5-(4-fluorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydropyrazol-1-yl] benzenesulfonamide, C₂₁H₁₈FN₃O₃S

Design, synthesis, and pharmacological studies of some new Mannich bases and S-alkylated analogs of pyrazole integrated 1,3,4-oxadiazole

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Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity

Cited by 77 publications

References 11 publications

Synthesis, Antibacterial and Antifungal Activity of Some New Pyrazoline and Pyrazole Derivatives

Synthesis, Antibacterial and Antifungal Activity of Some New Pyrazoline and Pyrazole Derivatives

Crystal structure of 4-[5-(4-fluorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydropyrazol-1-yl] benzenesulfonamide, C21H18FN3O3S

Design, synthesis, and pharmacological studies of some new Mannich bases and S-alkylated analogs of pyrazole integrated 1,3,4-oxadiazole

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Crystal structure of 4-[5-(4-fluorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydropyrazol-1-yl] benzenesulfonamide, C₂₁H₁₈FN₃O₃S