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Usage

Uses

Used in Pharmaceutical Research:
(Z)-2-Methyl-4-(4-Methylbenzylidene)Oxazol-5(4H)-One is used as a chemical compound in pharmaceutical research for its potential biological activities and structural features. Its unique molecular structure may contribute to the development of new drugs or therapeutic agents.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (Z)-2-Methyl-4-(4-Methylbenzylidene)Oxazol-5(4H)-One is utilized as a building block or scaffold for the synthesis of novel compounds with potential therapeutic properties. Its structural characteristics can be further modified to enhance its pharmacological effects and selectivity.
Used in Drug Discovery:
(Z)-2-Methyl-4-(4-Methylbenzylidene)Oxazol-5(4H)-One is employed in drug discovery processes as a potential lead compound. Its unique structure and potential biological activities make it a promising candidate for the development of new drugs targeting various diseases and conditions.
Used in Chemical Synthesis:
In the realm of chemical synthesis, (Z)-2-Methyl-4-(4-Methylbenzylidene)Oxazol-5(4H)-One serves as a versatile intermediate or reactant for the preparation of other complex organic molecules. Its reactivity and functional groups can be exploited to synthesize a wide range of compounds with diverse applications.

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 543-24-8 N-acetylglycine 
• 1906-82-7 ethyl acetamidoacetate 

Downstream Products

• 6955-13-1 N-acetyl-4-methyl-phenylalanine 
• 110841-88-8 N-benzyl-3-p-methylbenzyl-2(1H)-quinoxalinone 
• 5805-83-4 1-benzyl-2-methylbenzimidazole 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 110841-84-4 3-(4-methylbenzyl)quinoxaline-2(1H)-one 
• 110841-93-5 N-phenyl-3-p-methylbenzyl-2(1H)-quinoxalinone 
• 1484-39-5 2-methyl-1-phenyl-1H-benzimidazole 
• 37859-31-7 2-(4-methylbenzyl)benzo[d]thiazole 
• 5157-10-8 2-methyl-1H-perimidine 
• 102245-00-1 (Z)-methyl 2-acetamido-3-(p-tolyl)acrylate 
• 272770-58-8 4-(diisopropylphosphanyl-p-tolyl-methyl)-2-methyl-5-trimethylsilanyloxy-oxazole 
• 312300-38-2 ethyl (Z)-2-acetylamino-3-(4-tolyl)-2-propenoate 
• 1273258-55-1 1,4:3,6-dianhydro-2,5-bis-[2-acetamido-(Z)-4-methylcinnamamido]-2,5-dideoxy-L-iditol 
• 68835-32-5 C₁₂H₁₁NO₂ 

Relevant academic research and scientific papers

Synthesis, biological evaluation and structure-activity relationships of 5-arylidene tetramic acids with antibacterial activity against methicillin-resistant Staphylococcus aureus

The steady rise of the antimicrobial resistance is a major global threat to human health that requires the urgent need for novel antibiotics. In this work we report the synthesis of a small library of 3-subsituted-5-arylidene tetramic acids in order to in

An Atropos Chiral Biphenyl Bisphosphine Ligand Bearing Only 2,2′-Substituents and Its Application in Rh-Catalyzed Asymmetric Hydrogenation

An atropos chiral biphenyl bisphosphine ligand bearing only 2,2′-substituents was rationally designed and easily synthesized utilizing a bulky chiral t-butylmethylphosphino block. Computational results showed a large difference in the free energies betwee

Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds

A direct oxidative C-H amination affording 1-acetyl indolecarboxylates starting from 2-acetamido-3-arylacrylates has been achieved. Indole-2-carboxylates can be targeted with a straightforward deacetylation of the initial reaction products. The C-H amination reaction is carried out using a catalytic Pd(II) source with oxygen as the terminal oxidant. The scope and application of this chemistry is demonstrated with good to high yields for numerous electron-rich and electron-poor substrates. Further reaction of selected products via Suzuki arylation and deacetylation provides access to highly functionalized indole structures.

Oxazolone-based photoswitches: Synthesis and properties

The synthesis, photophysics and photochemistry of a family of molecular switches inspired by the green fluorescent protein (GFP) chromophore is presented. These compounds can be synthesized in one step and good yields, their photophysical properties may b

Benzylidene-oxazolones as photoswitches: Photochemistry and theoretical calculations

The photophysics and photochemistry of a family of compounds proposed as efficient molecular photoswitches is presented. The effect of different light sources, substituents and solvents in the photostationary state has been explored. A detailed mechanisti

Pseudo-peptides derived from isomannide: Inhibitors of serine proteases

In this paper, we describe the synthesis of a novel class of pseudo-peptides derived from isomannide and several oxazolones as potential inhibitors of serine proteases as well as preliminary pharmacological assays for hepatitis C. Hepatitis C, dengue and West Nile fever are among the most important flaviviruses that share one important serine protease enzyme. Serine proteases belong to the most studied class of proteolytic enzymes and are a primary target in the drug development field. Several pseudo-peptides were obtained in good yields from the reaction of isomannide and oxazolones, and their anti-HCV potential using the HCV replicon-based assay was shown.

Isomerization in fluorescent protein chromophores involves addition/elimination

The green fluorescent protein (GFP) chromophore undergoes both photochemical and thermal isomerizations. Typically, the Z form is more stable and undergoes photochemical conversion to the E form followed by thermal reversion over a period of seconds or minutes. Although the mechanism of the thermal reversion has been the subject of some investigations, the surprisingly low activation energy for this process has not sparked any controversy. We now show that the chromophore is surprisingly stable in both E and Z forms and that the facile thermal reversion is the result of a novel nucleophilic addition/elimination mechanism. This observation may have implications for the intervention of such processes, as well as blinking and kindling, in fluorescent proteins. Copyright

Concerning the thermal diastereomerization of the green fluorescent protein chromophore

Two model compounds for the green fluorescent protein chromophore were prepared. One of them incorporates the natural 4-hydroxybenzylidene group of the natural tyrosin derived chromophore, the other one bears a methyl group instead of the hydroxy group. W

Deracemisation of aryl substituted α-hydroxy esters using Candida parapsilosis ATCC 7330: Effect of substrate structure and mechanism

Candida parapsilosis ATCC 7330 was found to be an efficient biocatalyst for the deracemisation of aryl α-hydroxy esters (65-85% yield and 90-99% ee). A variety of aryl and aryl substituted α-hydroxy esters were synthesized to reflect steric and electronic effects on biocatalytic deracemisation. The mechanism of this biocatalytic deracemisation was found to be stereoinversion.

Enantioselective synthesis of non-natural amino acids using phenylalanine dehydrogenases modified by site-directed mutagenesis

The substrate scope of three mutants of phenylalanine dehydrogenase as biocatalysts for the transformation of a series of 2-oxo acids, structurally related to phenylpyruvic acid, to the analogous -amino acids, non-natural analogues of phenylalanine, has been investigated. The mutant enzymes are more tolerant than the wild type enzyme of the non-natural substrates, especially those with substituents at the 4-position on the phenyl ring. Excellent enantiocontrol resulted in all cases.