25111-96-0

Usage

Uses

Used in Pharmaceutical Research:
4-[[4-(dimethylamino)phenyl]methylene]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one is used as a drug candidate in pharmaceutical research for its potential anti-inflammatory and analgesic properties. Its unique structure and functional groups contribute to its biological activities, making it an interesting target for further study and potential development into therapeutic agents.
Used in Chemical Synthesis:
In the chemical synthesis industry, 4-[[4-(dimethylamino)phenyl]methylene]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one may be used as an intermediate or a building block in the synthesis of more complex molecules with specific applications in various fields, including medicine, agriculture, and materials science.
Used in Academic Research:
4-[[4-(dimethylamino)phenyl]methylene]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one is utilized in academic research settings to explore its chemical properties, reactivity, and potential interactions with biological systems. This research can lead to a better understanding of the compound's behavior and its possible applications in various scientific disciplines.

InChI:InChI=1/C19H19N3O/c1-14-18(13-15-9-11-16(12-10-15)21(2)3)19(23)22(20-14)17-7-5-4-6-8-17/h4-13H,1-3H3/b18-13+

Upstream product

• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 141-97-9 ethyl acetoacetate 
• 100-63-0 phenylhydrazine 
• 102769-77-7 [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-amine 
• 89-25-8 edaravone 
• 942-32-5 5-methyl-2-phenyl-2H-pyrazol-3-ol 
• 889-37-2 N,N-dimethyl-4-((phenylimino)methyl)aniline 
• 96372-25-7 4-((4-(dimethylamino)phenyl)(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol 

Downstream Products

• 71237-21-3 [4-(4-dimethylamino-phenyl)-3,5-dimethyl-1-phenyl-1,4-dihydro-pyrano[2,3-c]pyrazol-6-yl]-diethyl-amine 
• 69157-82-0 (4-dimethylamino-phenyl)-(3-methyl-5-oxo-1-phenyl-1,5-dihydro-pyrazol-4-ylidene)-acetonitrile 

Relevant academic research and scientific papers

Iridium(III) complex-coated nanosystem for ratiometric upconversion luminescence bioimaging of cyanide anions

Chromophoric iridium(III) complex-coated NaYF4: 20%Yb, 1.6%Er, 0.4%Tm nanocrystals are demonstrated as a ratiometric upconversion luminescence (UCL) probe for highly selective detection of cyanide anion and bioimaging of CN- in living cells through inhibition of the energy transfer from the UCL of the nanocrystals to the absorbance of the chromophoric complex. The UCL probe provides a very low detection limit of 0.18 μM CN- in the aqueous solution.

Synthesis, crystal structure, Hirshfeld surface analysis, biological evaluation, DFT calculations, and in silico ADME analysis of 4-arylidene pyrazolone derivatives as promising antibacterial agents

The present paper describes an ultrasound-assisted synthesis of a series of 4-arylidene-1H-pyrazol-5(4H)-one derivatives (3a-i) catalyzed by sulfamic acid. The prepared compounds were characterized by physical and spectroscopic techniques and for compound

Synthesis and evaluation of biological activities of bis(Spiropyrazolone)cyclopropanes: A potential application against Leishmaniasis

This work focuses on the search and development of drugs that may become new alternatives to the commercial drugs currently available for treatment of leishmaniasis. We have designed and synthesized 12 derivatives of bis(spiropyrazolone)cyclopropanes. We

Lewis-Base-Catalyzed [1 + 2 + 2] Annulation Reaction of Morita-Baylis-Hillman Carbonates with Unsaturated Pyrazolones: Construction of All-Stereogenic Carbon Cyclopentane-Fused Dispiropyrazolones

The first Lewis-base-catalyzed unexpected [1 + 2 + 2] annulation reaction between Morita-Baylis-Hillman carbonates and unsaturated pyrazolones was developed. The multicyclic cyclopentane-fused dispiropyrazolone constructions containing five contiguous ste

Synthesis of some pyrazolone derivatives and evaluation of its antibacterial and cytotoxic activity

A series of novel pyrazolone derivative were synthesized by two different schemes (scheme-1 by the reaction of phenyl hydrazine and ethyl acetoacetate with substituted benzaldehydes PYR-1 to PYR-4) and (by the reaction of synthesized chalcone with phenyl hydrazine PYR-5) and characterised with its physical parameters (M.P, colour, %yield, solubility etc.). The entire synthesized compound was tested for their antimicrobial activity against Grampositive and Gram-negative strains of bacteria and brimeshrimp bioassay was conducted for evaluation of cytotoxic activity The Investigation of antimicrobial screening data revealed that most of the tested compounds showed moderate to good antimicrobial activity. And cytotoxicity activity of compounds was also found to be satisfactory.

An SiO2/ZnBr2 mediated expeditious approach to 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one derivatives in water under microwave irradiation

A new one-pot three-component green approach has been developed for the synthesis of a series of pyrazolone derivatives 2(a-s) from differently substituted aromatic aldehydes, ethylacetoacetate and phenylhydrazine/2,4-dinitrophenylhydrazine in excellent y

Synthesis of 4,4'-arylmethylene-bis(3-methyl-5-pyrazolones) using diammonium hydrogen phosphate as an efficient and versatile catalyst in aqueous media

A simple and efficient synthesis of 4,4'-arylmethylene-bis(3-methyl-5- pyrazolones) has been accomplished by the tandem Knoevenagel- Michael reaction of arylaldehydes with two equivalents of 5-methyl-2-phenyl-2,4-dihydro-3H- pyrazol-3-one using diammonium

KF-Al2O3 catalyzed the condensations of 2-methylbenzoxazole and pyrazol-5-one with aromatic aldehydes

In the presence of KF-Al2O3 as a solid base, 2-methylbenzoxazole 1 in DMF and 1-phenyl-3-methylpyrazol-5-one 2 in methanol, respectively, reacted with aromatic aldehydes to give 2-styrylbenzoxazoles 4a-f in high yields and 1-phenyl-3

New Aspects in the Reaction of Azomethines with Cyclic CH-Acidic Compounds

Treatment of substituted benzylidene anilines 1a - f with cyclic CH-acidic compounds 2a - m in ethanol at room temperature yields in addition/elimination reactions the corresponding arylidene derivatives 4 and the 2:1 adducts 5.The addition products 3, which are formed as intermediates, could not be isolated in any case.The donor/acceptor effect of the substituents on the benzylidene moiety influences to a significant extent the reactivity towards the azomethine carbon. Keywords.Azomethine; CH-Acidic compound; Addition/elimination reaction.

Synthesis of Benzylidenaminopyrazoles and Bispyrazolopyridines

5-Aminopyrazoles 1a-e react with aromatic aldehydes in boiling ethanol to yield azomethines 2a-n.Bispyrazolopyridines 7a-f are obtained by the reaction of 2a-f with an excess of aminopyrazole at higher temperatures via bisaminopyrazoles 5 and bispyrazolodihydropyridines 6.Structure and configuration of the products are assigned by n.m.r. spectroscopy.Reactions with replacement of the arylidene group on azomethine 2b suggest that the transformation of azomethines to bisaminopyrazoles occurs through a mechanism involving addition of the CH-acidic component, with subsequent elimination of aminopyrazole.