29211-55-0

Basic information

• Product Name: 5-methyl-2-(2-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one
• Synonyms: 3H-pyrazol-3-one, 2,4-dihydro-5-methyl-2-(2-methylphenyl)-; 5-Methyl-2-(2-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one
• CAS NO: 29211-55-0
• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.2258
• Mol File: 29211-55-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 343.4°C at 760 mmHg
• Flash Point: 161.5°C
• Density: 1.15g/cm³
• Vapor Pressure: 7.08E-05mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 5-methyl-2-(2-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-2-(2-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one(29211-55-0)
• EPA Substance Registry System: 5-methyl-2-(2-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one(29211-55-0)

Safety Data

• Hazardous Substances Data: 29211-55-0(Hazardous Substances Data)

Upstream product

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• 529-27-1 2-methylphenylhydrazine 

Relevant articles and documents

Catalytic System-Controlled Divergent Reaction Strategies for the Construction of Diversified Spiropyrazolone Skeletons from Pyrazolidinones and Diazopyrazolones

A catalytic system-controlled divergent reaction strategy was here reported to construct four types of intriguing spiroheterocyclic skeletons from simple and readily available starting materials via a precise chemical bond activation/[n+1] annulation cascade. The tetraazaspiroheterocyclic and trizazspiroheterocyclic scaffolds could be independently constructed by a selective N?N bond activation/[n+1] annulation cascade, a C(sp2)-H activation/[4+1] annulation and a novel tandem C(sp2)-H/C(sp3)?H bond activation/[4+1] annulation strategy, along with a broad scope of substrates, moderate to excellent yields and valuable transformations. More importantly, in these transformations, we are the first time to capture a N?N bond activation and a C(sp3)?H bond activation of pyrazolidinones under different catalytic system.

Organocatalytic Asymmetric Michael/Hemiketalization/Retro-aldol Reaction of α-Nitroketones with Unsaturated Pyrazolones: Synthesis of 3-Acyloxy Pyrazoles

An organocatalytic asymmetric cascade Michael/hemiketalization/retro-aldol reaction between unsaturated pyrazolones and α-nitroketones is described. A bifunctional thiourea catalyst was found to be efficient for this reaction. With 10 mol % of catalyst, high yields as well as excellent enantioselectivities are attained for a variety of 3-acyloxy pyrazoles under mild reaction conditions.

Design, synthesis and pharmacological evaluation of 6,7-disubstituted-4- phenoxyquinoline derivatives as potential antitumor agents

Two series of 6,7-disubstituted-4-phenoxyquinoline derivatives bearing 2,4-imidazolinedione/pyrazolone scaffold were designed, synthesized and evaluated for their c-Met kinase inhibition and cytotoxicity against HT-29, H460, A549, MKN-45, and U87MG cancer cell lines in vitro. The pharmacological data indicated that most of the tested compounds showed moderate to significant cytotoxicity and high selectivity against HT-29, H460 and A549 cancer cell lines as compared with foretinib. The SAR analyses indicated that compounds with halogen groups, especially trifluoromethyl groups at 2-position on the phenyl ring (moiety B) were more effective. In this study, a promising compound 17 (c-Met IC50 = 2.20 nM, a multi-target tyrosine kinase inhibitor) showed the most potent antitumor activities with IC50 values of 0.14 μM, 0.18 μM, 0.09 μM, 0.03 μM, and 1.06 μM against HT-29, H460, A549, MKN-45, and U87MG cell lines, respectively.