60798-06-3

Basic information

• Product Name: 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone
• Synonyms: 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone;1-(4-methoxyphenyl)-3-methyl-1H-pyrazol-5(4H)-one;1-(4-methoxyphenyl)-3-methyl-4,5-dihydro-1H-pyrazol-5-one
• CAS NO: 60798-06-3
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.23
• Mol File: 60798-06-3.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 392.5°C at 760 mmHg
• Flash Point: 191.2°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 2.28E-06mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone(60798-06-3)
• EPA Substance Registry System: 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone(60798-06-3)

Safety Data

• Hazardous Substances Data: 60798-06-3(Hazardous Substances Data)

Usage

Chemical class

Pyrazolone derivative

Structure

a. Phenyl ring with a methoxy group (-OCH3) attached
b. Methyl group (-CH3) attached
c. Pyrazolone ring

Applications

a. Reagent in organic synthesis
b. Preparation of dyes and pharmaceuticals

Potential medical applications

a. Treatment of inflammation
b. Treatment of cancer

Enzyme inhibition

Known for its ability to inhibit certain enzymes

Antioxidant properties

Exhibits antioxidant characteristics

Versatility

Valuable chemical with various potential uses in different fields

InChI:InChI=1/C11H12N2O2/c1-8-7-11(14)13(12-8)9-3-5-10(15-2)6-4-9/h3-6H,7H2,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 3471-32-7 4-Methoxyphenylhydrazine 
• 85921-22-8 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 4426-72-6 hydrazine carboxamide 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 105-45-3 acetoacetic acid methyl ester 
• 104-94-9 4-methoxy-aniline 
• 696-62-8 para-iodoanisole 
• 108-26-9 3-methyl-2-pyrazoline-5-one 
• 6402-09-1 1-(4'-nitrophenyl)-3-methyl-5-pyrazolone 
• 100-16-3 4-nitrophenylhydrazone 
• 76973-30-3 5-Methyl-4-(1-methylethylidene)-2-(4'-nitrophenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 

Downstream Products

• 1373936-55-0 1-(4-methoxyphenyl)-3-methyl-1H-pyrazol-5-yl trifluoromethanesulfonate 
• 1373936-73-2 1-(4-methoxyphenyl)-3-methyl-4-(trifluoromethylsulfonyl)-1H-pyrazol-5-ol 
• 957354-73-3 5-chloro-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbaldehyde 
• 1390633-44-9 ethyl 1-(4-methoxy-Phenyl)-3-methyl-1,6-dihydropyrrolo[2,3-c]pyrazole-5-carboxylate 
• 1630954-67-4 (4Z)-2,4-Dihydro-4-[[5-hydroxy-3-methyl-1-(4-methoxyphenyl)-1H-pyrazol-4-yl]methylene]-5-methyl-2-(4-methoxyphenyl)-3H-pyrazol-3-one 
• 76858-78-1 2-(4-hydroxy-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one 

Relevant articles and documents

Design, synthesis and biological evaluation of novel pyrazolone derivatives as selective butyrylcholinesterase inhibitors with antioxidant activity against Alzheimer's disease

The butyrylcholinesterase (BuChE) has been a potent target for the treatment of the Alzheimer's disease (AD), but the selective BuChE inhibitor is still lacking in the market. In this study, the pyrazolone structure was found to be a promising pharmacophore targeting BuChE. Thus, a series of pyrazolone-based compounds 5a-p were designed, synthesized and evaluated in vitro for BuChE inhibitory activities, antioxidant activities and blood-brain barrier (BBB) permeabilities. Besides, the compounds 5g, 5h, 5i and 5o with submicromolar IC50 values as well as good BuChE selectivity were chosen to assess their cytotoxicity in PC12 cells. Among them, compound 5i was the most selective BuChE inhibitor (SI: >200) and showed the good abilities to penetrate BBB, scavenge free radicals (1.04 trolox equivalent). Based on above results, compound 5i was selected for molecular docking studies to explain the BuChE selectivity and was considered as a promising lead compound for further investigation in the treatment of AD.

Enantioselective Synthesis of Spiropyrazolone-Fused Cyclopenta[ c]chromen-4-ones Bearing Five Contiguous Stereocenters via (3+2) Cycloaddition

An enantioselective synthesis of spiropyrazolone-fused cyclopenta[c]chromen-4-ones is demonstrated via a (3+2) cycloaddition reaction. The reactions of 3-homoacylcoumarins and α,β-unsaturated pyrazolones in the presence of the cinchona-alkaloid derived hy

Metal-Free Direct C–H Thiolation and Thiocyanation of Pyrazolones

Metal-free approach for direct C–H thiolation and thiocyanation of N-substituted pyrazolones with disulfides and thiocyanate salts, respectively, are developed. These reactions allow the C–S bond coupling to proceed effectively under mild conditions, providing useful and convenient methods for preparation of a series of 4-thio-substituted pyrazolone analogues, which have potential applications in organic, medicinal and material chemistry. Preliminary mechanistic investigation suggested that radical processes are likely to involve in these transformations.