16715-79-0

Usage

Uses

Used in Pharmaceutical Industry:
2',4'-DIMETHOXYACETOACETANILIDE is used as an intermediate for the synthesis of various pharmaceuticals and organic compounds. Its versatile chemical structure, featuring acetate and ether functional groups, makes it a valuable component in the development of new drugs.
Used in Production of Analgesics and Antipyretics:
2',4'-DIMETHOXYACETOACETANILIDE is used as a key component in the production of analgesics and antipyretics. Its ability to alleviate pain and reduce fever makes it an essential part of these medications.
Used in Synthesis of Pharmacologically Active Compounds:
Due to its sedative properties, 2',4'-DIMETHOXYACETOACETANILIDE is used in the synthesis of various pharmacologically active compounds. Its calming effects contribute to the development of medications that address a range of health conditions.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 2735-04-8 2,4-Dimethoxyaniline 
• 691-45-2 acetylketene 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 1374773-78-0 2,2-dibromo-N-(2,4-dimethoxyphenyl)acetamide 
• 1417647-04-1 2-(2,4-dimethoxyphenyl)-5-methylisoxazole-3(2H)-one 
• 1353648-03-9 1-(2,4-dimethoxyphenylcarbamoyl)-2-oxopropyl acetate 
• 35451-84-4 (Z)-3-(2,4-Dinitro-phenoxy)-but-2-enoic acid (2,4-dimethoxy-phenyl)-amide 
• 31010-01-2 2-Chloracetessigsaeure-2,4-dimethoxyanilid 

Relevant academic research and scientific papers

Design, Multicomponent Synthesis and Characterization of Diversely Substituted Pyrazolo[1,5-a] Pyrimidine Derivatives

The synthesis of various heterocyclic compounds using acetoacetanilide[AAA], we have demonstrated that acetoactanilide are versatile intermediate for the synthesis of pyrazolopyrimidine derivatives. Thus, to explore further, we sought that the reaction of various acetoactanilide, an appropriate aldehyde and 5-amino-N-cyclohexyl-3-(methylthio)-1H-pyrazole-4-carboxamide in the presence of base in isopropyl alcohol could be an effective strategy to furnish the novel pyrazolopyrimidine derivatives. Here we describe the novel synthetic methodology for the fused pyrazolopyrimidines.

Synthesis of carbon-11-labeled casimiroin analogues as new potential PET agents for imaging of quinone reductase 2 and aromatase expression in breast cancer

Carbon-11-labeled casimiroin analogues were first designed and synthesized as new potential PET agents for imaging of quinone reductase (QR) 2 and aromatase expression in breast cancer. [11C]casimiroin (6-[ 11C]methoxy-9-methyl-[1,3]dioxolo[4,5-h]quinolin-8(9H)-one, [ 11C]11) and its carbon-11-labeled analogues 5,6,8-trimethoxy-1-[ 11C]methyl-4-methylquinolin-2(1H)-one ([11C]17), 8-methoxy-1-[11C]methyl-4-methylquinolin-2(1H)-one ([ 11C]21a), 6,8-dimethoxy-1-[11C]methyl-4-methylquinolin- 2(1H)-one ([11C]21b), and 5,8-dimethoxy-1-[11C]methyl-4- methylquinolin-2(1H)-one ([11C]21c), were prepared from their corresponding precursors with [11C]methyl triflate ([ 11C]CH3OTf) under basic conditions (NaH) through either O- or N-[11C]methylation and isolated by semi-preparative HPLC method in 40-50% radiochemical yields decay corrected to end of bombardment (EOB), based on [11C]CO2, and 111-185 GBq/μmol specific activity at the end of synthesis (EOS).

Synthesis of casimiroin and optimization of its quinone reductase 2 and aromatase inhibitory activities

An efficient method has been developed to synthesize casimiroin (1), a component of the edible fruit of Casimiroa edulis, on a multigram scale in good overall yield. The route was versatile enough to provide an array of compound 1 analogues that were evaluated as QR2 and aromatase inhibitors. In addition, X-ray crystallography studies of QR2 in complex with compound 1 and one of its more potent analogues has provided insight into the mechanism of action of this new series of QR2 inhibitors. The initial biological investigations suggest that compound 1 and its analogues merit further investigation as potential chemopreventive or chemotherapeutic agents.

Long-wavelength-absorbing and -emitting carbostyrils with high fluorescence quantum yields

Synthesis, absorption and fluorescence spectra, as well as quantum yields of a series of donor-acceptor-substituted carbostyrils (= quinolin- 2(1H)-ones), are reported. Unprecedented strong absorption maxima (ε = 10000-20000) close to the visible spectrum, large Stokes shifts up to 130 nm, and quantum yields up to 0.7 are obtained with derivatives containing donor substituents at C(6) and C(7), and either one Ph substituent at C(3) or one CF3 residue at C(4). For analytical applications in biochemistry and medicine, N(1)-functionalization, or amidoacylation at C(3) in the case of the CF3 derivatives, is possible without a concomitant hypsochromic shift of their absorption and emission maxima. Semiempirical molecular-orbital calculations (AM1 for structures, ZINDO for electronic transition energies) prove to be a suitable tool for the prediction of absorption properties of these compounds. The crystal-structure analysis of 6,7-dimethoxy-1-methyl-3- nitro-4-(trifluoromethyl)quinolin-2-(1H)-one (7) (C13H11F3N2O5, monoclinic, P2(l)lc, a=12.372(2), b= 12.154(2), c= 10.119(2)A, β= 112.95(2)°) shows that the NO2 group, squeezed between the CF?3 and the C=O group, is oriented almost perpendicularly (87.8(4)°) to the ring plane. The intramolecular F ··· N distance between the CF3 and the NO2 group is only 2.513(4)A.