4369-13-5

Upstream product

• 1445-73-4 1-Methyl-4-piperidone 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 142808-58-0 3,5-Bis-[1-(4-fluoro-phenyl)-meth-(E)-ylidene]-1,1-dimethyl-4-oxo-piperidinium; iodide 
• 1174000-26-0 2-amino-8-(4-fluorobenzylidene)-4-(4-fluorophenyl)-5,6,7,8-tetrahydro-6-methyl-4-phenyl-1,6-naphthyridine-3-carbonitrile 
• 1289514-49-3 (4R,8E)-2-amino-4-(4-fluorophenyl)-8-(4-fluorophenylmethylene)-5,6,7,8-tetrahydro-6-methyl-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 1446347-75-6 (4S,8E)-2-amino-4-(4-fluorophenyl)-8-(4-fluorophenylmethylene)-5,6,7,8-tetrahydro-6-methyl-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 494785-39-6 C₂₁H₂₁F₂N₃ 
• 1195986-34-5 C₂₉H₂₂F₂N₄ 

Relevant academic research and scientific papers

For anti-tumor N - methyl - 3, 5 - aryl methylene - 4 - piperidone and its quaternary ammonium salt derivatives

The invention relates to antitumor drugs and particularly relates to an anti-tumor N-methyl-3,5-diarylmethylene-4-piperidone and quaternary ammonium derivatives thereof. The preparation method comprises the following steps of carrying out Claisen-Schmidt

Synthesis, Antiproliferative, and Multidrug Resistance Reversal Activities of Heterocyclic α,β-Unsaturated Carbonyl Compounds

A series of heterocyclic α,β-unsaturated carbonyl compounds (1a-1d, 2a-2d, 3a-3d, 4a-3d, and 5a-5d) with 1,5-diaryl-3-oxo-1,4-pentadienyl pharmacophore were synthesized for the development of anticancer and multidrug resistance reverting agents. The antiproliferative activities were tested against nine human cancer cell lines. Approximately 73% of the IC50 values were below 5 μm, while 35% of these figures were submicromolar, and compounds 3a-3d with 4-trifluoro methyl in the arylidene benzene rings were the most potent, since their IC50 values are between 0.06 and 3.09 μm against all cancer cell lines employed. Meanwhile, their multidrug resistance reversal properties and cellular uptake were further examined. The data displayed that all of these compounds could reverse multidrug resistance, particularly, compounds 3a and 4a demonstrated both potent multidrug resistance reverting properties and strong antiproliferative activities, which can be taken as leading molecules for further research of dual effect agents in tumor chemotherapy.

Synthesis and molecular modeling studies of indole-based antitumor agents

Indole-based compounds 30-63 were synthesized by the multi-component 1,3-dipolar cycloaddition reaction of 1-alkyl-3,5-bis(arylidene)-4-piperidones 11-25 with azomethine ylides (generated by the condensation of isatins 26-28 with sarcosine 29). The single crystal X-ray studies of 46 and 48 supported the regio- and stereoselectivity of the reaction. Most of the synthesized spiro-indoles exhibited potent antitumor properties against the HeLa (cervical cancer) cell line through in vitro sulfo-rhodamine-B bioassay, higher than that of cisplatin. Only compound 54 showed bio-potency against the HepG2 (hepatocellular cancer) cell line, comparable to that of doxorubicin hydrochloride (standard reference). 3D-Pharmacophore and 2D-QSAR studies were used to validate the observed biological data and determine the most important parameters controlling activity. The estimated bio-properties from the computational studies showed high approximations to the experimental data.

Design, synthesis, and antiproliferative activity assessment of non-ATP-competitive fibroblast growth factor receptor 1 inhibitors

Fibroblast growth factor receptor 1 (FGFR1) is considered a therapeutic target for multiple cancers, including gastric cancer. FGFR1 inhibitors, being ATP competitors, can prevent the kinase domain and the downstream signaling cascade from phosphorylation

Magnetic graphene oxide anchored sulfonic acid as a novel nanocatalyst for the synthesis of N-aryl-2-amino-1,6-naphthyridines

Magnetic graphene oxide functionalized with sulfonic acid (Fe 3O4-GO-SO3H) was used as a new recyclable nanocatalyst for one-pot synthesis of N-aryl-2-amino-1,6-naphthyridine derivatives under solvent free conditions. The catalyst could be easily recovered from the reaction mixture by an external magnet and reused without significant decrease in activity even after 4 runs. This nanocatalyst exhibited better activities to other commercially available sulfonic acid catalysts.

An efficient and chemoselective synthesis of 1,6-naphthyridines and pyrano[3,2-c]pyridines under microwave irradiation

A series of 1,6-naphthyridines and pyrano[3,2-c]pyridines were selectively synthesized via microwave-assisted reactions controlled by the nature of the solvent. This has resulted in an efficient and promising synthetic method for constructing the 1,6-naph