52128-85-5

Upstream product

• 141-97-9 ethyl acetoacetate 
• 122-66-7 diphenyl hydrazine 
• 674-82-8 4-methyleneoxetan-2-one 
• 108-24-7 acetic anhydride 

Downstream Products

• 109725-19-1 4-acetyl-5-methyl-1,2-diphenyl-1,2-dihydro-pyrazol-3-one 
• 101444-59-1 5-methyl-3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde 
• 257920-61-9 4-amino-5-methyl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one 
• 102-01-2 N-phenylacetoacetamide 
• 62-53-3 aniline 
• 802934-48-1 4-nitroso-5-methyl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one 

Relevant academic research and scientific papers

Design, synthesis, and pharmacological activity of nonallergenic pyrazolone-type antipyretic analgesics

To develop novel nonallergenic pyrazolone analgesics, we synthesized a series of compounds in which position 1 of the pyrazolone ring was substituted in place of the original methyl group in order to block the formation of allergenic metabolites via N-dea

Synthesis and evaluation of N-(5-methyl-3-oxo-1,2-diphenyl-2,3-dihydro-1H- pyrazol-4-yl)-N′-phenylureas as cholecystokinin antagonists

In the search for new cholecystokinin (CCK) ligands, ureidopyrazolines were identified in combinatorial libraries using 168 chemically diverse amines. The structure-activity relationship optimisation of this pyrazoline template 4a resulted in novel 3-oxo-1,2-diphenyl-2,3-dihydro-1H-pyrazol-4-yl)-N′- phenylureas 5a-5o. These novel CCK ligands have shown to act as mixed CCK-A/CCK-B ligands in a [125]I-CCK-8 receptor binding assay. The best pyrazoline 5e of this series displayed an IC50 of 20 and 25 nmol/L for the CCK-A, and CCK-B receptor, respectively. In a subsequent in vivo evaluation using various behavior pharmacological assays, an anxiolytic effect of these novel diphenylpyrazolinyl ureas was found in the elevated x-maze with an ED50 of 1.7 mg/kg. In the despair swimming test, a model for testing antidepressants, an ED50 of 0.69 mg/kg was determinated for urea 5e and the antidepressant effect had a magnitude comparable to desimipramine.

NOVEL UREIDO - AND AMIDO-PYRAZOLONE DERIVATIVES

The present invention provides compounds of formula (I); wherein each of R1 to R4 is independently selected from hydrogen, a halogen, a substituted or unsubstituted cyclic and heterocyclic moiety, substituted or unsubstituted, linear or branched alkyl, alkyloxy, alkylcarbonyl, alkyloxycarbonyl, alkenyl, alkenyloxy, alkenylcarbonyl, alkenyloxycarbonyl, alkynyl, alkynyloxy, alkynylcarbonyl, alkynyloxycarbonyl, aryl, benzyl, arlyoxy, arylcarbonyl, aryloxycarbonyl and sulphur equivalents of said oxy, carbonyl and oxycarbonyl moieties, and A is NH, or (CH2)n, where n is preferably 0, 1 or 2. The invention also relates to methods for preparing the compounds and their uses as CCK receptor ligands and CCK antagonists.

Reaction of 1,2-Diarylhydrazines with Acetic Anhydride Catalyzed by 4-(Dimethylamino)pyridine

A new method for the synthesis of 1,2-diaryl-1,2-dihydro-5-methyl-3H-pyrazol-3-ones 3 and 4-acetyl-1,2-diaryl-1,2-dihydro-5-methyl-3-H-pyrazol-3-ones 5 is presented.The reaction of 4,4'-disubstituted 1,2-diarylhydrazines 1 with acetic anhydride in the presence of an equimolar amount of 4-(dimethylamino)pyridine leads to mixtures of the corresponding acetyl derivatives 2 and 3.Under the same conditions, 2,2'-disubstituted 1,2-diarylhydrazines yield mixtures of 3 and 5. Keywords.Catalysis by 4-(Dimethylamino)pyridine; 1,2-Diaryl-1,2-dihydro-5-methyl-3H-pyrazol-3-ones; 4-Acetyl-1,2-diaryl-1,2-dihydro-5-methyl-3H-pyrazol-3-ones.