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2-(4-methoxyphenyl)acetoacetic acid ethyl ester is an organic compound with the chemical formula C12H16O4. It is a derivative of acetoacetic acid, featuring a 4-methoxyphenyl group attached to the 2-position of the acetoacetate moiety. This ester is characterized by its aromatic ring with a methoxy substituent, which imparts unique chemical properties and reactivity. It is a colorless liquid and is used in the synthesis of various pharmaceuticals and other organic compounds due to its ability to participate in a range of chemical reactions, such as condensations and substitutions. The ester group in 2-(4-methoxyphenyl)acetoacetic acid ethyl ester makes it more reactive and versatile compared to its parent acid, and it is often used as an intermediate in the preparation of more complex molecules.

5219-08-9

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5219-08-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5219-08-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,1 and 9 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5219-08:
(6*5)+(5*2)+(4*1)+(3*9)+(2*0)+(1*8)=79
79 % 10 = 9
So 5219-08-9 is a valid CAS Registry Number.

5219-08-9Relevant academic research and scientific papers

Synthetic Scope of Br?nsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate

Rahaman, Mizzanoor,Ali, M. Shahnawaz,Jahan, Khorshada,Hinz, Damon,Belayet, Jawad Bin,Majinski, Ryan,Hossain, M. Mahmun

, p. 6138 - 6147 (2021/05/06)

The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Br?nsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by 1,2-aryl/alkyl/hydride shift. Aryl-methyl ketones produced only aryl-migrated products, whereas other ketones yielded a mixture of products. For diaryl ketones, the identity of two inseparable migrated products was confirmed by two-dimensional NMR spectroscopy.

PYRAZOLONE DERIVATIVES AS NITROXYL DONORS

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Page/Page column 184; 185; 193; 194; 219; 244, (2016/01/29)

The disclosed subject matter provides pyrazolone derivative compounds, pharmaceutical compositions comprising such compounds, kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating heart failure.

Synthesis and biological evaluation of substituted pyrazoles as blockers of divalent metal transporter 1 (DMT1)

Cadieux, Jay A.,Zhang, Zaihui,Mattice, Maryanne,Brownlie-Cutts, Alison,Fu, Jianmin,Ratkay, Laszlo G.,Kwan, Rainbow,Thompson, Jay,Sanghara, Joseph,Zhong, Jing,Goldberg, Y. Paul

scheme or table, p. 90 - 95 (2012/02/16)

Three distinct series of substituted pyrazole blockers of divalent metal transporter 1 (DMT1) were elaborated from the high-throughput screening pyrazolone hit 1. Preliminary hit-to-lead efforts revealed a preference for electron-withdrawing substituents in the 4-amido-5-hydroxypyrazole series 6a-l. In turn, this preference was more pronounced in a series of 4-aryl-5- hydroxypyrazoles 8a-j. The representative analogs 6f and 12f were found to be efficacious in a rodent model of acute iron hyperabsorption. These three series represent promising starting points for lead optimization efforts aimed at the discovery of DMT1 blockers as iron overload therapeutics.

PYRAZOLE AND PYRROLE COMPOUNDS USEFUL IN TREATING IRON DISORDERS

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Page/Page column 63-64, (2008/12/04)

This invention is directed to pyrazole and pyrrole compounds, for example, compounds of formula (I): wherein R1, R2, R3 and R4 are as defined herein, as stereoisomers, enantiomers, tautomers thereof or mixtures thereof; or pharmaceutically acceptable salts, solvates or prodrugs thereof, for the treatment of iron disorders. This invention is also directed to pharmaceutical compositions comprising the compounds and methods of using the compounds to treat iron disorders.

QUINOLONE COMPOUND AND PHARMACEUTICAL COMPOSITION

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Page/Page column 54, (2009/01/24)

The present invention provides a quinolone compound represented by General Formula (1) or a salt thereof, wherein R1 represents a hydrogen atom, etc.; R2 represents a hydrogen atom, etc.; R3 represents a phenyl group optio

Copper(I) iodide-catalysed arylation of acetoacetate to yield 2-arylacetic acid esters

Zeevaart, Jacob G.,Parkinson, Christopher J.,de Koning, Charles B.

, p. 3289 - 3293 (2008/02/02)

The C-C coupling reaction between ethyl acetoacetate and aryl halides in the presence of CuI is described. The effects of solvent, ligands such as vicinal diamines and amino acids, base and temperature are reported. The arylated acetoacetate ester is deacylated under the reaction conditions resulting in the generation of 2-arylacetic acid esters, constituting a mild alternative to direct arylation of carboxylate esters.

CuI-catalyzed domino process to 2,3-disubstituted benzofurans from 1-bromo-2-iodobenzenes and β-keto esters

Lu, Biao,Wang, Bao,Zhang, Yihua,Ma, Dawei

, p. 5337 - 5341 (2008/02/07)

(Chemical Equation Presented) CuI-catalyzed coupling of 1-bromo-2-iodobenzenes with β-keto esters in THF at 100°C leads to 2,3-disubstituted benzofurans. This domino transformation involves an intermolecular C-C bond formation and a subsequent intramolecular C-O bond formation process. Benzofurans with different substituents at the 5- and 6-position are accessible by employing the corresponding 1-bromo-2-iodobenzenes.

CuI/L-proline-catalyzed coupling reactions of aryl halides with activated methylene compounds

Xie, Xiaoan,Cai, Guorong,Ma, Dawei

, p. 4693 - 4695 (2007/10/03)

(Chemical Equation Presented) The arylation of ethyl acetoacetate, ethyl benzoyl acetate, and diethyl malonate under the catalysis of Cul/L-proline in DMSO proceeds smoothly at 40-50°C in the presence of Cs2CO 3 to provide the 2-aryl

The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with β-Keto Esters: A Convenient Route to α-Arylated Ketones

Pinhey, John T.,Rowe, Bruce A.

, p. 113 - 120 (2007/10/02)

Ethyl 2-oxocyclopentanecarboxylate (1a) and p-methoxyphenyllead triacetate (2a) react in chloroform containing pyridine to give ethyl 1-(p-methoxyphenyl)-2-oxocyclopentanecarboxylate (1b) in almost quantitative yield.This arylation reaction of β-keto este

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