23947-41-3

Usage

Derivative of quinolinone

Heterocyclic organic compound

Substitution

Dimethoxy and methyl groups at the 5 and 8 positions, respectively

Potential pharmacological properties

May have applications in medicine and drug development

Possible uses in other industries

Agriculture or material science, but further research and testing needed to understand properties and potential uses.

InChI:InChI=1/C12H13NO3/c1-7-6-10(14)13-12-9(16-3)5-4-8(15-2)11(7)12/h4-6H,1-3H3,(H,13,14)

Upstream product

• 6375-27-5 N-(2',5'-dimethoxyphenyl)-3-oxobutanamide 
• 102-56-7 2,5-dimethoxyaniline 

Downstream Products

• 66570-51-2 2,5,8-Trimethoxy-4-methyl-chinolin 
• 58868-27-2 2-chloro-5,8-dimethoxy-4-methylquinoline 

Relevant academic research and scientific papers

A comparative study of synthetic approach to 1-methyl-2,5,8(1H)-quinolinetrione and 4-methyl-2,5,8(1H)-quinolinetrione

The best overall yield for 1-methyl-2,5,8(1H)-quinolinetrione was obtained by the dichromate oxidation of 1-methyl-8-hydroxy-2-quinolone. 4-Methyl-2,5,8(1H)-quinolinetrione was synthesized by acetoacetylation of 2,5-dimethoxyaniline with 2,2,6-trimethyl-4H-1,3-dioxin-4-one followed by oxidation with ceric ammonium nitrate.

1,2-Naphthoquinone-based Derivatives and and Methods for Preparing them

The present invention relates to a compound represented by chemical formula (1), a pharmaceutically acceptable salt, a hydrate, a solvate, a prodrug, a tautomer, an enantiomer, or a pharmaceutically acceptable diastereomer thereof, a preparing method thereof, and a medical composition having a treating or preventing effect of metabolic diseases containing the same. Here, R_1 to R_3, and X_1 to X_6 are the same as defined in a first claim.COPYRIGHT KIPO 2015

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.