21053-98-5

Usage

InChI:InChI=1/C11H10O2/c1-8-2-4-9(5-3-8)10-6-7-11(12)13-10/h2-6H,7H2,1H3

Upstream product

• 4619-20-9 3-(4-methylbenzoyl)propionic acid 
• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 1005421-77-1 tris(para-tolyl)antimony diacetate 
• 17113-32-5 2-(4-methylphenyl)furan 
• 108-88-3 toluene 

Downstream Products

• 26977-13-9 γ-(p-Methylbenzoyl)-propionsaeureaethylamid 
• 40794-87-4 1-(4-methylphenyl)-4-phenyl-1,4-butanedione 
• 97798-09-9 1-methyl 2-(4-methylphenyl)succinate 
• 1079-72-7 6-(4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone 
• 913356-90-8 5-(4-methylphenyl)-3-(4-methylphenyl)hydrazono-3H-furan-2-one 
• 1219617-68-1 N,N'-bis[4-(4-methylphenyl)-4-oxobutanoyl]guanidine 
• 4619-20-9 3-(4-methylbenzoyl)propionic acid 
• 1217861-05-6 3a-(4-methylphenyl)decahydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-1-one 
• 924863-04-7 3a-(4-methylphenyl)-3,3a-dihydrobenzo[d]pyrrolo[2,1-b]oxazol-1(2H)-one 
• 1258210-97-7 7-methyl-3a-(4-methylphenyl)-3,3a-dihydrobenzo[d]pyrrolo[2,1-b]oxazol-1(2H)-one 
• 1383814-97-8 (S)-ethyl 4-((R)-1,1-dimethylethylsulfinamido)-4-(4-methylphenyl)butanoate 
• 1383814-94-5 (R)-ethyl 4-((S)-1,1-dimethylethylsulfinamido)-4-(4-methylphenyl)butanoate 
• 1449431-87-1 (S)-5-[(S)-2-nitro-1-phenylethyl]-5-p-tolylfuran-2(5H)-one 
• 1449431-92-8 (S)-5-[(S)-1-(4-methoxyphenyl)-2-nitroethyl]-5-p-tolylfuran-2(5H)-one 

Relevant academic research and scientific papers

A Piperine-Based Scaffold as a Novel Starting Point to Develop Inhibitors against the Potent Molecular Target OfChtI

The insect chitinase OfChtI from the agricultural pest Ostrinia furnacalis (Asian corn borer) is a promising target for green insecticide design. OfChtI is a critical chitinolytic enzyme for the cuticular chitin degradation at the stage of molting. In thi

Unravelling the Nucleophilicity of Butenolides for 1,6-Conjugate Addition to p-Quinone Methides: A Direct Access to Diversely Substituted Butenolide-Derived Diarylmethanes

A Lewis acid catalyzed regioselective C-C bond is constructed through β-addition of deconjugated butenolides with p-quinone methides in a 1,6-conjugate addition manner. Interestingly, Lewis acid catalyzed vinylogous Mukaiyama-Michael reaction of silyloxyfurans with p-QMs proceeds selectively through the α or γ position exclusively. The reaction is mild with broad substrate scope, thus allowing easy access to a wide range of bis-arylated α-/β-/γ-substituted butenolides.

Development and evaluation of ST-1829 based on 5-benzylidene-2-phenylthiazolones as promising agent for anti-leukotriene therapy

Different inflammatory diseases and allergic reactions are mediated by leukotrienes, which arise from the oxygenation of arachidonic acid catalyzed by 5-lipoxygenase (5-LO). One promising approach for an effective anti-leukotriene therapy is the inhibition of this key enzyme. This study presents the synthesis and development of a potent and direct 5-LO inhibitor based on the well characterized 5-benzylidene-2-phenylthiazolone C06, whose further pharmacological investigation was precluded due to its low solubility. Through optimization of C06, evaluation of structure-activity relationships including profound assessment of the thiazolone core and consideration of the solubility, the 5-benzyl-2-phenyl-4-hydroxythiazoles represented by 46 (ST-1829, 5-(4-chlorobenzyl)-2-p-tolylthiazol-4-ol) were developed. Compound 46 showed an improved 5-LO inhibitory activity in cell-based (ICinf50/inf values 0.141/4M) and cell-free assays (ICinf50/inf values 0.03 1/4M) as well as a prominent enhanced solubility. Furthermore, it kept its promising inhibitory potency in the presence of blood serum, excluding excessive binding to serum proteins. These facts combined with the non-cytotoxic profile mark a major step towards an effective anti-inflammatory therapy.

Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin

A convenient synthetic approach to α,β-unsaturated γ-butyrolactones and α,β-unsaturated γ-butyrolactams is developed. The reaction proceeds via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams, employing 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation, followed by dehydroiodination of β-iodo-γ-butyrolactones and γ-butyrolactams providing good yields of α,β-unsaturated γ-butyrolactones and γ-butyrolactams, which are synthetically useful building blocks in organic synthesis.

Studies with pyrazol-3-carboxylic acid hydrazide: The synthesis of new pyrazolyloxadiazole and pyrazolyltriazole derivatives

A simple and versatile method for the synthesis of pyrazol-3-yl-1,3,4- oxadiazole, pyrazol-3-yl-1,2,4-triazole, (1,5-diphenylpyrazol-3-yl)-(3,5- dimethyl-1-carbonyl)pyrazole, and (1,5-diphenylpyrazol-3-yl)-(5-hydroxy-3- metheyl-1-carbonyl)pyrazole derivat

Convenient synthesis of some new substituted pyrazolyl-1,3,4-oxadiazoles and pyrazolyl-1,2,4-triazoles

A simple and versatile method for the synthesis of pyrazol-3-yl-1,3,4- oxadiazole, pyrazol-3-yl-1,2,4-triazole, (1,5-diphenylpyrazol-3-yl)-(3,5- dimethyl-1-carbonyl)pyrazole and (1,5-diphenylpyrazol-3-yl)-(5-hydroxy-3- metheyl-1-carbonyl)pyrazole derivati

Palladium-catalyzed regioselective arylation of silyloxy compounds with triarylantimony diacetates

The regioselective arylation of silyloxy compounds with triarylantimony diacetates was performed by using palladium catalysts. The silyl enol ether, silyl dienol ethers and silyl oxycyclopropane were arylated in the presence of a palladium catalysts with triarylantimony(V) diacetates under mild conditions. The results showed that the given method had the advantage of mild conditions which involved the use of PdCl2 at room temperature even in the presence of water.

2-Chloro-1,3-dimethylimidazolinium chloride. 2. Its application to the construction of heterocycles through dehydration reactions

2-Chloro-1,3-dimethylimidazolinium chloride (DMC) (1) can act as a powerful dehydrating equivalent to DCC (2) under nearly neutral conditions. Its application to the construction of heterocycles through dehydration reactions is described.

THE CONVERSION OF FURANS TO 2(3H)-BUTENOLIDES

2-Aryl- and 2-alkylfurans are converted into the corresponding 5-organyl-2(3H)-butenolides by the oxidation of boron derivatives with m-chloroperbenzoic acid.

Some Observations Concerning the Lactonization of 3-Aroylpropionic Acids

The ease of lactonization og the γ-keto acids ArCOCH2CH2COOH is shown to depend on the nature of the aryl group: the presence of electron-releasing substituents on the aryl group results in a more rapid reaction as compared to the presence of electron-wit