37703-59-6

Basic information

• Product Name: Ethanone, 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-
• Synonyms: 1-phenyl-3-methyl-4-acetyl-5-pyrazolone;4-acetyl-5-hydroxy-3-methyl-1-phenylpyrazole;1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone;1-phenyl-3-methyl-4-acetyl-2-pyrazolin-5-one;1-phenyl-3-methyl-4-acetylpyrazol-5-one;4-acetyl-5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one;4-acetyl-5-hydroxy-3-methyl-1-phenyl-1H-pyrazole
• CAS NO: 37703-59-6
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Mol File: 37703-59-6.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-(37703-59-6)
• EPA Substance Registry System: Ethanone, 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-(37703-59-6)

Safety Data

• Hazardous Substances Data: 37703-59-6(Hazardous Substances Data)

Upstream product

• 78-39-7 Triethyl orthoacetate 
• 89-25-8 edaravone 
• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 75-36-5 acetyl chloride 
• 67-63-0 isopropyl alcohol 
• 108-24-7 acetic anhydride 
• 87100-61-6 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)butane-1,3-dione 

Downstream Products

• 57784-84-6 4-(1'-anilinoethylideno)-3-methyl-1-phenylpyrazolin-5-one 
• 1354791-04-0 4-(N-hydroxylamine)-4-(acetyl-O-methoxyoxime)-N-phenyl-5-methyl-pyrazolone 
• 482301-48-4 4-acetyl-5-hydroxy-3-methyl-1-phenyl-1H-pyrazole difluoroboron chelate 

Relevant articles and documents

Boron-chelate assisted synthesis of new bipyrazole derivatives

New 2H,3′H-3,4′-bipyrazol-3′-ones were obtained by reaction of hydrazines with difluoroboron chelate of 4-acetyl-5-hydroxy-3-methyl-1-phenyl-1H-pyrazole. Relative isoxazolyl pyrazolone derivative was synthesized from this chelate and hydroxylamine.

Development of N-substituted hydroxylamines as efficient nitroxyl (HNO) donors

Due to its inherent reactivity, nitroxyl (HNO), must be generated in situ through the use of donor compounds, but very few physiologically useful HNO donors exist. Novel N-substituted hydroxylamines with carbon-based leaving groups have been synthesized, and their structures confirmed by X-ray crystallography. These compounds generate HNO under nonenzymatic, physiological conditions, with the rate and amount of HNO released being dependent mainly on the nature of the leaving group. A barbituric acid and a pyrazolone derivative have been developed as efficient HNO donors with half-lives at pH 7.4, 37 °C of 0.7 and 9.5 min, respectively.

Pyranopyrazoles III synthesis of 1H-pyrano[2,3-c]pyrazol-4-ones [1]

Various derivatives of title ring system were synthesized by Claisen condensation of 4 acetyl-5-hydroxypyrazoles with appropriate esters, followed by acid-catalyzed ring closure.

A convenient synthesis of 4-acetyl-5-hydroxy-3-methyl-1-substituted pyrazoles

Reaction of 1-(5-hydroxy-3-methyl-1-substituted-4-pyrazolyl)-1,3-butanediones (1a-d) with 1-hydrazinophthalazine hydrochloride leads to the formation of 4-acetyl-5-hydroxy-3-methyl-1-substituted pyrazoles (3a-d) along with 3-methyl-s-triazolo[3,4-a]phthalazine (4) in good yields.