5869-60-3

Upstream product

• 2028-74-2 p-chlorobenzenediazonium chloride 
• 141-97-9 ethyl acetoacetate 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 143835-80-7 (Z)-4-(2-(4-chlorophenyl)hydrazono)-3-methylisoxazol-5(4H)-one 
• 5669-78-3 3-methyl-4-(p-chlorophenylhydrazono)isoxazol-5-one 
• 81190-80-9 C₂₂H₁₇ClN₄O₅ 
• 61550-79-6 2-(4-chloro-phenyl)-5-methyl-2H-pyrazole-3,4-dione 4-[(4-chloro-phenyl)-hydrazone] 
• 89720-91-2 4-(4-Chloro-phenylazo)-5-methyl-2-(pyridine-2-carbonyl)-2,4-dihydro-pyrazol-3-one 
• 147920-34-1 1-(4-chlorophenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid 
• 1333221-30-9 C₂₀H₁₆ClN₅O₃S 
• 118752-26-4 5-[(4-chlorophenyl)azo]-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-3-pyridinecarbonitrile 
• 1334629-52-5 7-methyl-5-oxo-6-(4-chlorophenyldiazenyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-2-sulfonamide 

Relevant academic research and scientific papers

Investigation of antioxidant and anti-nociceptive potential of isoxazolone, pyrazolone derivatives, and their molecular docking studies

A series of new isoxazolone (3a–d) and pyrazolone (4a–d) derivatives were synthesized and assessed for their antioxidant and analgesic activity. Among synthesized compounds, 3b and 4b having nitro (NO2) group show high analgesic activity at a dose of 6 mg/kg. Analgesic activity was further proceeded to explore the contribution of opioidergic mechanisms in the mediation of analgesic effects. Animals were administered with naloxone, a nonselective opioid inverse agonist, at the dose of 0.5 mg/kg. The results obtained suggested that the analgesic effects of the synthesized compounds were not reversed by naloxone, specifying that the compounds 3b and 4b do not follow the opioidergic pathway in order to relieve pain in animal models. Further, the binding interactions of compounds 3b and 4b were analyzed by docking them against nonopioid receptors COX-1 (3N8X) and COX-2 (3LN1). The results demonstrate the analgesic potential of isoxazolone and pyrazolone derivatives, especially compounds 3b and 4b can be considered promising lead molecules for further investigation and development into potent analgesic drugs. In addition, the antioxidant potential of compounds was also found to be related to better analgesic activity, thus providing an insight into the role of oxidative stress in the mediation of analgesia.

Design, synthesis and biological evaluation of 6,7-disubstituted-4-phenoxyquinoline derivatives bearing pyridazinone moiety as c-Met Inhibitors

Deregulation of the receptor tyrosine kinase mesenchymal epithelial transition factor (MET) has been implicated in several human cancers and is an attractive target for small molecule drug discovery. Herein, a series of 6,7-disubstituted-4-phenoxyquinoline derivatives bearing pyridazinone derivatives were designed, synthesized and evaluated for their enzymatic inhibitory activity against c-Met kinase and cellular potency against A549, HepG2, and MCF-7 cell lines. Eight of them are equal to more active than positive control Foretinib against one or more cell lines and enzyme. The most promising compound 53 showed superior activity to Foretinib, which possessed excellent c-Met kinase inhibition on a singledigital nanomolar level (IC50 = 0.6 nM), and cancer cells of A549 (IC50 = 0.003 μM), HepG2 (IC50 = 0.49 μM) and MCF-7 cells (IC50 = 0.006 μM). The result of AO single staining indicated that compound 53 could induce remarkable apoptosis of HepG2 cell.

A facile and rapid synthesis of benzothiazines

A series of 2H. 4H-2-[3-methyl-4-(substituted) phenyl azo pyrazolon-5-one-1-yl]-carbonyl methyl-3-oxo-1,4-benzothiazines have been synthesized by the reaction of 2H, 4H-2-hydrazino carbonyl methyl-3-oxo-1,4- benzothiazine with substituted acetoacetic ester derivatives using ultrasound and microwave irradiation. All the synthesized compounds were investigated for their antibacterial activities. The result indicated that the compounds showed convincing activities against Gram-positive bacteria (Bacillus subtilis and Streptococcus lactis) when compared with standard drug (ampicillin trihydrate). These compounds were also synthesized by conventional method and their structures have been elucidated on the basis of spectral analyses and chemical analysis.

Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3--cyano-2- pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates

A new procedure for the synthesis of known azo pyridone dyes is presented. A series of 5-(substituted arylazo)-6-hydroxy-4-methyl-3-cyano-2--pyridones were prepared from ethyl 3-oxo-2-(substituted phenylazo)butanoates and cyanoacetamide in acetone using potassium hydroxide as a catalyst by simple refluxing the reaction mixture. The structure of these dyes was confirmed by FT-IR, NMR and UV-Vis spectroscopy. Copyright 2011 (CC) SCS.