61916-60-7

Usage

InChI:InChI=1/C10H11NO4/c1-15-8-4-2-7(3-5-8)11-9(12)6-10(13)14/h2-5H,6H2,1H3,(H,11,12)(H,13,14)

Upstream product

• 5382-15-0 ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate 
• 104-94-9 4-methoxy-aniline 
• 2033-24-1 cycl-isopropylidene malonate 

Downstream Products

• 14300-45-9 4-hydroxy-6-methoxy-1H-quinolin-2-one 
• 1441058-46-3 ethyl 2-(3-(4-methoxyphenylamino)-3-oxopropanamido)-2-methyl-4-oxo-4-p-tolylbutanoate 
• 1441058-48-5 5-(4-methoxyphenylcarbamoyl)-2-methyl-6-oxo-4-p-tolyl-1,2,3,6-tetrahydropyridine-2-carboxylic acid 
• 1441057-94-8 C₁₀H₁₀ClNO₃ 
• 1441049-36-0 N-(4-methoxyphenyl)-2-oxo-4-p-tolyl-6-(4-(4,4,4-trifluorobutoxy)phenyl)-6-(trifluoro-methyl)-1,2,5,6-tetrahydropyridine-3-carboxamide 
• 1441066-95-0 N⁵-(4-methoxyphenyl)-2-methyl-6-oxo-4-p-tolyl-N²-(4,4,4-trifluorobutyl)-1,2,3,6-tetrahydropyridine-2,5-dicarboxamide 
• 1219189-38-4 3-(4-hydroxy-3-methoxyphenyl)-N-(4-methoxyphenyl)prop-(2E)-enamide 
• 51-66-1 4-methoxyacetanilide 
• 340258-61-9 3-(4-methoxyphenyl)-N-(4-methoxyphenyl)prop-(2E)-enamide 
• 684275-31-8 3-(2,4,6-trimethoxyphenyl)-N-(4-methoxyphenyl)prop-(2E)-enamide 

Relevant academic research and scientific papers

Mild, efficient, and solvent-free synthesis of 4-hydroxy-2-quinolinones

Malonic acid monoanilides were obtained in excellent yield from the reaction of anilines with Meldrum's acid under solvent-free conditions. The malonic acid monoanilide intermediates were then treated with methanesulfonic acid anhydride (MSAA) to produce 4-hydroxy-2-quinolinones in excellent yield. It should be noted that both reactions had to be run under mild conditions to avoid the decarboxylation of the malonic acid monoanilide intermediate.

An alternative way to analogues of avenanthramides and their antiradical activity

Abstract: The paper is devoted to the synthesis of arylidene malonic acid monoanilides and cinnamoyl anilines by condensation of malonic acid monoanilides with aromatic aldehydes. The presented synthetic route applies simple, cheap, and commercially available aromatic aldehydes and amines, thus overcoming traditional schemes, which involve derivatives of hydroxycinnamic acids. Besides, a mild and effective pyridine-mediated decarboxylation of carboxylic group at Csp2 in arylidene malonic acid monoanilides leading to cinnamoyl anilines is presented. The structures of obtained selected arylidene derivatives were approved additionally by X-ray analysis. The antiradical properties (2,2-diphenyl-1-picrylhydrazyl and galvinoxyl tests) and structure–activity relationships of the synthesized compounds were studied. Graphical abstract: [Figure not available: see fulltext.].

SUBSTITUTED PYRIDINONES AS MGAT2 INHIBITORS

The present invention provides compounds of Formula (I): or a stereoisomer, a tautomer, a pharmaceutically acceptable salt, a polymorph, or a solvate thereof, wherein all of the variables are as defined herein. These compounds are monoacylglycerol acyltransferase type 2 (MGAT2) inhibitors which may be used as medicaments.

Bioisosteric replacement of an acylureido moiety attached to an indolin-2-one scaffold with a malonamido or a 2/4-pyridinoylamido moiety produces a selectively potent Aurora-B inhibitor

Bioisosteric replacement of acylureido moiety in 6-acylureido-3- pyrrolylmethylidene-2-oxoindoline derivatives resulted in a series of malonamido derivatives with indolin-2-one scaffold (11-14). Further conformational restrictions of the malonamido moiety led to 2-oxo-1,2-dihydropyridine (21-25) or a 4-oxo-1,4-dihydropyridine derivatives (31-36). 4-Oxo-1,4-dihydropyridine derivatives were more potent Aurora B inhibitors than their 2-oxo-1,2- dihydropyridine counterparts and demonstrated cytotoxicities against A549 and HepG2 cells in the submicromolar range. In A549 cells, 31h decreased phosphorylation of histone H3, triggered polyploidy, induced expression of pro-apoptotic Fas and FasL with subsequent activation of caspase 8, resulting into apoptosis. In a Huh7-xenograft mouse model, 31h demonstrated potent in vivo efficacy with a daily dose of 5 mg/kg.

ARYL DIHYDROPYRIDINONE AND PIPERIDINONE MGAT2 INHIBITORS

The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are monoacylglycerol acyltransferase type 2 (MGAT2) inhibitors which may be used as medicaments.

Clean and convenient one-pot synthesis of 4-hydroxycoumarin and 4-hydroxy-2-quinolinone derivatives

A simple, efficient, and environmentally friendly procedure has been developed for the reaction of Meldrum's acid with phenol, substituted phenols, aniline, or substituted anilines with Eaton's reagent (phosphoric anhydride+methylsulfonic acid) as cyclization reagent. 4-Hydroxycoumarins and 4-hydroxy-2-quinolinones were synthesized in moderate yields by carrying out the reaction in solvent-free, convenient, and clean one-pot preparation.

Inhibitors of VEGF receptor and HGF receptor signaling

The invention relates to the inhibition of VEGF receptor signaling and HGF receptor signaling. The invention provides compounds and methods for inhibiting VEGF receptor signaling and HGF receptor signaling. The invention also provides compositions and methods for treating cell proliferative diseases and conditions

QUINOLINONE ALKALOIDS FROM AN AGATHOSMA SPECIES

The aerial parts of a new species from the genus Agathosma yielded skimmianine and two new alkaloids which were identified by means of spectral data and synthesis as 4,6-dimethoxy-1-methyl-2(1H)-quinolinone and 2,6-dihydro-9-methoxy-2,2,6-trimethyl-5H-pyr

REACTION OF TRIMETHYLSILYL DERIVATIVES WITH MELDRUM'S ACID : A NEW AND EASY MONOFUNCTIONALIZATION OF MALONIC ACID

Treament of Meldrum's acid with silylated derivatives (amines, lactams or alcohols) yields very easily monofunctionalized malonic silyl esters.Hydrolysis of these silyl esters leads to the corresponding monoacids with a very good yield.