1210-43-1

Usage

Uses

Used in Pharmaceutical Industry:
1-(3,5-DIMETHYL-1-PHENYL-1H-4-PYRAZOLYL)-1-ETHANONE is used as a pharmaceutical agent for its potential anti-inflammatory, analgesic, and antioxidant properties. Its pyrazolone structure contributes to these pharmacological effects, making it a candidate for the development of new medications.
Used in Research Applications:
In the research field, 1-(3,5-DIMETHYL-1-PHENYL-1H-4-PYRAZOLYL)-1-ETHANONE serves as a chemical probe for studying the structure-activity relationships of pyrazolone derivatives. It aids in understanding the molecular mechanisms underlying its pharmacological effects and helps in the design of novel therapeutic agents with improved efficacy and safety profiles.
Note: Since the provided materials do not specify different applications in various industries, the uses are generalized for the pharmaceutical industry and research applications. If there are specific industries with distinct applications, they can be added following the format provided in the example.

InChI:InChI=1/C13H14N2O/c1-9-13(11(3)16)10(2)15(14-9)12-7-5-4-6-8-12/h4-8H,1-3H3

Upstream product

• 815-68-9 3-acetylpentane-2,4-dione 
• 100-63-0 phenylhydrazine 
• 1131-16-4 3,5-dimethyl-1-phenyl-1H-pyrazole 
• 75-36-5 acetyl chloride 
• 59487-13-7 N-tert-butyl-4-amino-3-penten-2-one 
• 343866-85-3 3-acetyl-4-(t-butylamino)-3-penten-2-one 
• 2116-41-8 1-Acetyl-1-phenylhydrazin 
• 123-54-6 acetylacetone 

Downstream Products

• 94990-23-5 2-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-methyl-piperazin-1-yl)-ethanethione 
• 94990-13-3 1-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)-2-(4-methyl-piperazin-1-yl)-2-thioxo-ethanone 
• 70597-85-2 2-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)-1-morpholin-4-yl-ethanethione 
• 94990-12-2 1-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)-2-morpholin-4-yl-2-thioxo-ethanone 
• 94990-24-6 2-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)-1-piperidin-1-yl-ethanethione 

Relevant academic research and scientific papers

Amino acid catalyzed reactions. A facile route to some heteroarylbispyrazoles

This newly designed route assembled a pyrazole ring with an aldehydic functionality over another pyrazole moiety. Further, formyl group was exploited in different routes such as condensation reactions, imidazole and pyrimidone/thione synthesis. The present reactions were performed with glycine, a facile catalyst, and the results were compared well with those of conventional methods.

Study of the reactivity of α-acylenaminoketones. Synthesis of pyrazoles

The reactions of 4-(methylamino)-3-penten-2-one with diazoketones yielded the α-acylenaminoketones 1-3 in good yields. Preparation of the α-acylenaminoketone 4 was carried out by treatment of 4-(t-butylamino)-3-penten-2-one with benzoyl chloride being followed by reaction of transamination with methylamine. The reactions were carried out in five different solvents and were submitted to gas chromatography/mass spectrometry analysis, with the goal of obtaining substituted pyrazoles and determining which of the carbonyls would preferentially be attacked by the nucleophile. The reactions of compounds 1-4 with hydrazine reagents led to the formation of the pyrazoles 5-7a-q. Small amounts of 4-methylamino-2-pentenones 10a-q, amides 11a-q and pyrazoles 12a-q were also obtained in these reactions. The unexpected formation of pyrazoles 15d,h,q was detected when methanol and N,N-dimethylformamide were used as solvents in the reactions of α-acylenaminoketone 4 with hydrazine reagents.

Reaction of 2-(1-alkoxyethylidene) 1,3-dicarbonyl compounds with nitrogen-containing binucleophiles

The reaction of 2-(1-alkoxyethylidene) 1,3-dicarbonyl compounds with hydrazine, phenylhydrazine, urea, and dimethylhydrazine leads to high yields of the corresponding functionally substituted pyrazoles, pyrimidines, and enehydrazines.

Study of the reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazines by 1H NMR spectroscopy

The reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazine and phenylhydrazine was studied by 1H NMR spectroscopy.It was shown that the formation of functionally 4-substituted pyrazoles is promoted if the reaction is conducted in protic solvents at reduced temperature.The presence of the benzoyl groups in the 2-acyl 1,3-dicarbonyl compounds leads to the preferential formation of the cleavage products, i.e., the corresponding acylhydrazines and 1,3-dicarbonyl compounds.It was established that the initial reaction product is consumed in two directions, i.e., cyclization with the formation of functionally 4-substituted pyyrazoles and cleavage with the formation of acetylhydrazines and the corresponding 1,3-dicarbonyl compounds.

Synthesis of 4-Acyl- and 4-Alkoxy-carbonylpyrazoles

N'-Aroyl- or N'-acetyl, N'-phenyl- or N'-methyl-hydrazino-derivatives (1) of 1,3-dicarbonyl compounds can be converted by mild base treatment into 5-aryl- or 5-methyl-, 1-phenyl- or 1-methylpyrazoles carrying an acyl or alkoxycarbonyl group at C-4.