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Upstream product

• 446-52-6 2-Fluorobenzaldehyde 
• 108-26-9 3-methyl-2-pyrazoline-5-one 
• 109-77-3 malononitrile 
• 141-97-9 ethyl acetoacetate 
• 7803-57-8 hydrazine hydrate 
• 2698-43-3 2-(2-fluorobenzylidene)malononitrile 

Relevant academic research and scientific papers

MIL-53(Fe) Metal–Organic Frameworks (MOFs) as an Efficient and Reusable Catalyst for the One-Pot Four-Component Synthesis of Pyrano[2,3-c]-pyrazoles

A novel and simple approach for the efficient and rapid synthesis of pyrano[2,3-c]-pyrazoleshas been accomplished via the four-component condensation reaction of malononitrile, hydrazine hydrate, ethyl acetoacetate, and substituted aldehydes using MIL-53(

Ligand based design and synthesis of pyrazole based derivatives as selective COX-2 inhibitors

The design and synthesis of novel pyrazole based derivatives has been carried out using the ligand based approach like pharmacophore and QSAR modelling of reported pyrazoles from the available literature to investigate the chemical features that are essential for the design of selective and potent COX-2 inhibitors. Both pharmacophore and QSAR models with good statistical parameters were selected for the design of the lead molecule. Also by exploiting the chemical structures of selective and marketed COX-2 inhibitors, celecoxib and SC-558 were used in designing the molecules which are used in the treatment of inflammation and related disorders. The therapeutic action of the Non-Steroidal Anti-inflammatory Agents (NSAIDs) is based primarily on the COX-2 inhibition. With this background we have synthesized some azomethine derivatives of 3-methyl-1-substituted-4-phenyl-6-[{(1E)-phenylmethylene}amino]-1,4-dihydro pyrano[2,3-c]pyrazole-5-carbonitrile 6(a-o) and were characterized by 1HNMR, 13CNMR and Mass spectral techniques. All the synthesized pyrazole derivatives were tested for in vitro membrane stability property in both COX-1 & COX-2 inhibition studies and in vivo anti-inflammatory activity by carrageenan induced rat paw edema model. Among them, compound 6k showed very good activity by in vivo anti-inflammatory activity with 0.8575 mmol/kg as ED50. Similarly compounds 6m, 6o, 6i and 6h exhibited comparable anti-inflammatory activity to standard drugs. Also the active compounds were further screened for ulcerogenic activity and were found be safer with less ulcer index compared to the marketed drugs like aspirin, ibuprofen and celecoxib.

Highly functionalized pyranopyrazoles: synthesis, antimicrobial activity, simulation studies and their structure activity relationships (SARs)

Abstract: Development of potent antibacterial and antifungal agents is a permanently new and unremitting investigation in the therapeutic field. Still, medicinal research wants to find the best antimicrobial agent. To attain this goal , here, the present work synthesis, simulation, and antimicrobial studies of pyranopyrazole derivatives were discussed. Among the reported compounds, 4b has dominant antimicrobial activity that was due to its higher dipole moment. Also, this compound has the most hydrophilic nature and low Eg value. Besides, compound 4e has the next higher dipole moment, hydrophilic property and efficient biological activity. The rationale of these results explained that the comparison of electronic results with biological data is the better way to find the potent pharmaceutical drug compounds. Graphical abstract: [Figure not available: see fulltext.]

CeO2/ZrO2 as green catalyst for one-pot synthesis of new pyrano[2,3-c]-pyrazoles

Ceria-doped zirconia (CeO2/ZrO2)-catalyzed synthesis of pyrano[2,3-c]-pyrazoles via four-component reaction of malononitrile, hydrazine hydrate, ethyl acetoacetate, and substituted aldehydes is described. The catalytic material CeOs

Synthesis of Pyranopyrazoles under Eco-friendly Approach by Using Acid Catalysis

Multicomponent synthesis of pyranopyrazole derivatives by using montmorillonite K-10 as a reusable green acid catalyst under eco-friendly method in the presence of eco-friendly solvent leads to novel protocol. Moreover, catalyst could be reused five times for the reaction without noticeable loss of activity. The scope of this path was to develop new synthetic molecules by using green catalysis for further screenings such as starting molecules for organic electronic materials and biological assays.

Fast synthesis of pyrano[2,3-c]pyrazoles: Strong effect of Br?nsted and Lewis acidic ionic liquids

Abstract In a unique approach, four-component synthesis of some pyrano[2,3-c]pyrazoles by [ChCl][ZnCl2]2 and [H-NMP]HSO4 as inexpensive and recyclable acidic ionic liquids were investigated. Excellent yields of products we

New tetracyclic tacrine analogs containing pyrano[2,3-c]pyrazole: Efficient synthesis, biological assessment and docking simulation study

A new series of tacrine-based acetylcholinesterase (AChE) inhibitors 7a-l were designed by replacing the benzene ring of tacrine with aryl-dihydropyrano[2,3-c]pyrazole. The poly-functionalized hybrid molecules 7a-l were efficiently synthesized through mul

ZnFe2O4 nanoparticles as a robust and reusable magnetically catalyst in the four component synthesis of [(5-hydroxy-3-methyl-1H-pyrazol-4yl) (phenyl) methyl]propanedinitriles and substituted 6-amino-pyrano[2,3-c]pyrazoles

A simple method has been developed for the synthesis of [(5-hydroxy-3-methyl-1H-pyrazol-4-yl)(phenyl)methyl]propanedinitriles and 6-amino-4-aryl-3-methyl-2,4-dihydro pyrano[2,3-c]pyrazole-5-carbonitrile derivatives through a one-pot four-component condens

Novel grinding synthesis of pyranopyrazole analogues and their evaluation as antimicrobial agents

The paper describes the results of a new four-component synthesis of pyranopyrazole heterocycles by solvent-free one-pot grinding of malononitrile, hydrazine, ethyl acetoacetate, and various aldehydes in the presence of a base. The reaction proceeded smoothly at room temperature with good yields in very short reaction time. The synthesised compounds were evaluated for their in vitro antibacterial activity against three different bacterial and three different fungal strains. The highlight of this work is that the synthesis was activity-driven. The brief SAR correlation found that the tested compounds showed better activity against fungal strains.

Synthesis of 6-Amino-2,4-dihydropyrano[2,3-c ]pyrazol-5-carbonitriles Catalyzed by Silica-Supported Tetramethylguanidine under Solvent-Free Conditions

An efficient, high-yielding, and rapid protocol has been developed for the synthesis of diversity-oriented 6-amino-2,4-dihydropyrano[2,3-c]pyrazol-5- carbonitriles derivatives via a four-component, one-pot cyclocondensation reaction of ethyl acetoacetate, hydrazine hydrate, aldehydes, and malononitrile using silica-supported tetramethylguanidine as a heterogeneous catalyst for the first time. The protocol proves to be efficient and environmentally benign in terms of very easy workup, good yields, and ease of recovery of catalyst. In addition, the present method is superior in terms of green media, the amount of catalyst, and reaction time.