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

General Description

1-(4-methoxy)phenyl-3-methyl-5-pyrazolone is a chemical compound with the molecular formula C12H12N2O2. It is a derivative of pyrazolone, and its structure includes a phenyl ring with a methoxy group attached to it, as well as a methyl group and a pyrazolone ring. 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone is used as a reagent in organic synthesis, particularly in the preparation of dyes and pharmaceuticals. It has also been studied for its potential applications in the treatment of various medical conditions, including inflammation and cancer. The compound is known for its ability to inhibit certain enzymes and for its antioxidant properties. Overall, 1-(4-methoxy)phenyl-3-methyl-5-pyrazolone is a versatile and 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

• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 141-97-9 ethyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 104-94-9 4-methoxy-aniline 
• 3471-32-7 4-Methoxyphenylhydrazine 
• 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 
• 85921-22-8 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 4426-72-6 hydrazine carboxamide 

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 
• 1643536-82-6 (R,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-83-7 (S,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-88-2 (R,Z)-4-[4-(4-bromophenyl)-5-nitropentan-2-ylidene]-1-(4-methoxyphenyl)-3-methyl-1H-pyrazol-5(4H)-one 
• 1643536-89-3 (R,E)-4-[4-(4-bromophenyl)-5-nitropentan-2-ylidene]-1-(4-methoxyphenyl)-3-methyl-1H-pyrazol-5(4H)-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.

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.

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.