89607-37-4

Upstream product

• 2826-22-4 4-fluorobenzylidenemalononitrile 
• 108-26-9 3-methyl-2-pyrazoline-5-one 
• 141-97-9 ethyl acetoacetate 
• 459-57-4 4-fluorobenzaldehyde 
• 109-77-3 malononitrile 
• 7803-57-8 hydrazine hydrate 
• 79785-97-0 hydrazine hydrate 
• 4344-87-0 3-hydroxy-5-methyl-1H-pyrazole 
• 89607-54-5 2-[(4-Fluoro-phenyl)-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-methyl]-malononitrile 
• 623-48-3 ethyl iodoacetae 
• 105-45-3 acetoacetic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives and exploring molecular and cytotoxic properties based on DFT and molecular docking studies

One-pot multicomponent reaction of ethyl 3-oxobutanoate or ethyl 3-oxo-3-phenylpropanoate, hydrazine hydrate, malononitrile, various aldehydes in ethanolic piperidine solution under Microwave irradiation gave 6-amino-4-aryl/hetaryl-3-methyl/pheny-1,4-dihydropyran[2,3-c]pyrazole-5-carbonitriles. The structures of these compounds were established on the basis of IR, 1H NMR, 13C NMR, 13C NMR-APT, MS data and elemental analysis. Furthermore, the cytotoxic activity properties were evaluated against the human cancer cell lines PC-3, SKOV-3, HeLa and A549 in comparison to the positive controls Vinblastine and Doxorubicin, employing the viability assay. The obtained results confirmed that some of the tested molecules revealed strong and selective cytotoxic activities against the four cancer cell lines. Herein, frontier molecular orbitals (FMO), electron affinity (EA), ionization potential (IP) and molecular electrostatic potential (MEP) was carried out to understand the active sites and biological active nature of pyrano[2,3-c]pyrazole synthesized compounds. A systematic study was performed then frontier molecular orbitals energies, active sites and molecular descriptors were compared with reference drug. The molecular docking was accomplished onto thymidylate synthase (TS) protein. The compounds with highest efficiency exhibited promising binding interactions and binding affinities into active site.

Nano cobalt ferrite encapsulated-silica particles bearing melamine as an easily recyclable catalyst for the synthesis of dihydropyrano[2,3-c]pyrazoles under green conditions

In this research, it was displayed an efficient method for synthesis of 6-amino-2,4-dihydropyrano[2,3-c] pyrazol-5-carbonitrile derivatives by using CoFe2O4 silica supported bearing melamine as a magnetic nanocatalyst. This nanocompo

Concentrated solar radiation-assisted one-pot/multicomponent synthesis of pyranopyrazole derivatives under neat condition

Concentrated solar radiation (CSR)-assisted synthesis of pyranopyrazole derivatives under solvent and catalyst-free condition has been reported in the present protocol. One-pot multicomponent synthesis from aromatic/heteroaldehyde, ethyl acetoacetate, malononitrile, and hydrazine hydrate leads to the final desired compounds in a good yield. This operationally simple methodology has several advantages such as green and clean reaction profile, simple workup and purification procedures, extremely short reaction time, atom efficiency, and being economical. The current energy-efficient method saves almost 98% of energy as compared to the conventional method. Graphical abstract: [Figure not available: see fulltext.]

Sugarcane Bagasse Ash-Based Silica-Supported Boric Acid (SBA-SiO2-H3BO3): A Versatile and Reusable Catalyst for the Synthesis of 1,4Dihydropyrano[2,3c]pyrazole Derivatives

Abstract: A simple, green, and efficient protocol has been developed for the synthesis of biologically active 1,4dihydropyrano[2,3c]pyrazole derivatives via one-pot four-component reaction of various substituted benzaldehydes, hydrazine hydrate or phenylh

Magnetized melamine-modified polyacrylonitrile (PAN@melamine/Fe3O4) organometallic nanomaterial: Preparation, characterization, and application as a multifunctional catalyst in the synthesis of bioactive dihydropyrano [2,3-c]pyrazole

An efficient magnetic polymer-based nanomaterial was prepared in three main steps including synthesis of polyacrylonitrile (PAN), modification of PAN with melamine, and magnetization of the PAN@melamine compound by in situ construction of Fe3O

Novel biocompatible core/shell Fe3O4?NFC?Co(ii) as a new catalyst in a multicomponent reaction: An efficient and sustainable methodology and novel reusable material for one-pot synthesis of 4: H -pyran and pyranopyrazole in aqueous media

Today, due to the developing need for inexpensive catalysts, recyclable magnetic nanocatalysts immobilized on polysaccharides possess many advantages over classical heterogeneous catalysts. However, cellulose has been an appealing material in catalysis sc

An expedient and eco-friendly approach for multicomponent synthesis of dihydropyrano[2,3-c]pyrazoles using nano-Al2O3/BF3/Fe3O4 as reusable catalyst

The pyranopyrazole derivatives have many biological activities. They were synthesized via a four-component coupling of aromatic aldehyde, malononitrile, ethyl acetoacetate and hydrazine hydrate. In this study, dihydropyrano[2,3-c]pyrazoles have been synth

Catalyst-free green synthesis of dihydropyrano[2,3-c]pyrazole scaffolds assisted by ethylene glycol (E-G) as a reusable and biodegradable solvent medium

Abstract: We revealed a catalyst-free, green and rapid one-pot four-component tandem strategy for the preparation of dihydropyrano[2,3-c]pyrazoles – a biologically significant scaffold – via Knoevenagel-Michael cyclocondensation based on green chemistry p

Copper and nickel immobilized on cytosine@MCM-41: as highly efficient, reusable and organic–inorganic hybrid nanocatalysts for the homoselective synthesis of tetrazoles and pyranopyrazoles

In this work, a green approach is reported for efficient synthesis of biologically active tetrazole and pyranopyrazole derivatives in the presence of Cu-Cytosine@MCM-41 and Ni-Cytosine@MCM-41 (copper (II) and nickel (II) catalyst on the modified MCM-41 us

DABA MNPs: A new and efficient magnetic bifunctional nanocatalyst for the green synthesis of biologically active pyrano[2,3-: C] pyrazole and benzylpyrazolyl coumarin derivatives

In this work, a new core-shell magnetic silica nanocatalyst functionalized with 3,4-diaminobenzoic acid (Fe3O4@SiO2@PTS-DABA) was successfully prepared and characterized using different spectroscopic methods or techniques including FT-IR, FE-SEM, VSM, XRD