13788-84-6

Usage

Uses

Used in Organic Synthesis:
3-METHYL-4-PHENYLPYRAZOLE is used as a synthetic building block for the development of various chemical compounds. Its application in organic synthesis is due to its ability to undergo a range of chemical reactions, such as substitution, addition, and condensation, which allows for the creation of diverse molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-METHYL-4-PHENYLPYRAZOLE is used as a key intermediate in the synthesis of various drugs and drug candidates. Its unique chemical structure makes it a valuable component in the development of new medications, particularly those targeting specific biological pathways or receptors.
Used in Chemical Research:
3-METHYL-4-PHENYLPYRAZOLE is also utilized in chemical research as a model compound to study various reaction mechanisms and to understand the properties of similar organic compounds. This helps researchers to develop a deeper understanding of the chemical behavior of pyrazole derivatives and their potential applications in various fields.
Used in Material Science:
In the field of material science, 3-METHYL-4-PHENYLPYRAZOLE can be used as a component in the development of novel materials with specific properties, such as improved stability, reactivity, or selectivity. Its incorporation into these materials can lead to advancements in areas like catalysis, sensors, and energy storage.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 6001, 1988 DOI: 10.1016/S0040-4039(00)82251-0

InChI:InChI=1/C10H10N2/c1-8-10(7-11-12-8)9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12)

Upstream product

• 408314-96-5 5-methyl-5-nitro-4-phenyl-4,5-dihydro-1H-pyrazole 
• 63726-68-1 3-Oxo-2-phenylbutanal 
• 114554-24-4 4-(2-aminophenyl)-3-methylpyrazole 
• 110-91-8 morpholine 
• 79815-54-6 anhydro-2,6-diphenyl-1-hydroxy-5-methyl-3-oxopyrazolo<1,2-a>pyrazolium hydroxide 
• 103-79-7 1-phenyl-acetone 
• 705-60-2 1-phenyl-2-nitroprop-1-ene 
• 13808-64-5 4-bromo-3-methyl-1H-pyrazole 
• 98-80-6 phenylboronic acid 
• 22293-10-3 (1-diazoethyl)benzene 
• 75-20-7 calcium carbide 
• 98-86-2 acetophenone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 

Downstream Products

• 1706-46-3 1,5-dimethyl-4-phenylpyrazole 
• 1706-38-3 1,3-dimethyl-4-phenylpyrazole 
• 1402636-23-0 ethyl (2R)-2-methyl-4-(3-methyl-4-phenyl-1H-pyrazol-1-yl)-2-(methylsulfonyl)butanoate 
• 1332624-72-2 1-methyl-2-(3-methyl-4-phenyl-1H-pyrazol-1-yl)-1H-benzo-[d]imidazole 
• 616878-53-6 2-(4-(3-methyl-4-phenyl-1H-pyrazol-1-yl)phenyl)ethyl(4-methylphenyl) sulfonylcarbamate 

Relevant academic research and scientific papers

Novel inhibitors of nicotinamide-n-methyltransferase for the treatment of metabolic disorders

Nicotinamide-N-methyltransferase (NNMT) is a cytosolic enzyme catalyzing the transfer of a methyl group from S-adenosyl-methionine (SAM) to nicotinamide (Nam). It is expressed in many tissues including the liver, adipose tissue, and skeletal muscle. Its expression in several cancer cell lines has been widely discussed in the literature, and recent work established a link between NNMT expression and metabolic diseases. Here we describe our approach to identify potent small molecule inhibitors of NNMT featuring different binding modes as elucidated by X-ray crystallographic studies.

Calcium carbide as the acetylide source: Transition-metal-free synthesis of substituted pyrazoles via [1,5]-sigmatropic rearrangements

Under transition-metal-free conditions, calcium carbide was used as the acetylide source to react with a wide range of N-tosylhydrazones derived from aldehydes or ketones, affording various substituted pyrazoles in good yields with high regioselectivities. The transformations go through [3 + 2] cycloadditions followed by [1,5]-sigmatropic rearrangements, which are supported by deuterium-labeling experiments.

Vilsmeier formylation of hydrazones and semicarbazones derived from alkyl, benzyl, and cycloalkyl methyl ketones

Formylation of ten accessible phenylhydrazones and semicarbazones derived from alkyl, benzyl, and cycloalkyl methyl ketones with the complex of POCl 3 with dimethylformamide was studied. Depending on the electronic and steric structure of the substrates, the reaction yields 1-phenyl- or 1-unsubstituted 3,4-dialkyl-, 3-alkyl-4-aryl-, or 3-alkyl-4-formylpyrazoles. These compounds can be readily oxidized into the corresponding carboxylic acids. 2005 Pleiades Publishing, Inc.

Studies on Paraionic Compounds. Anhydro-1-hydroxy-3-oxopyrazolopyrazolium Hydroxides. Formation and Stability of a Novel Series of 4n? Heterocyclic Betaines.

Different substituted anhydro-1-hydroxy-3-oxopyrazolopyrazolium hydroxides were prepared by the reaction of 1,3-dicarbonyl compounds with derivatives of 4-phenyl-3,5-dihydroxypyrazole.These diazapentalene derivatives belong to new series of 4n? cyclic betaines which are named "paraionic" heterocycles.The effects of substituents on the stability of both the anionic and the cationic rings were kinetically studied.Selective cleavage of either the anionic or the cationic ring was achieved by varying the conditions of the reaction with morpholine.Electron releasing groups on the cationic ring and electron attracting groups on the anionic ring enhance the stability of the bicyclic system.They also cause a hypsochromic shift of the visible light absorption.