6149-23-1

Usage

Chemical class

Indene-1,3-dione derivatives

Usage

Organic synthesis, pharmaceutical research

Potential biological activities

Anticancer, antimicrobial, anti-inflammatory

Potential applications

Synthesis of heterocyclic compounds

Properties

1H-Indene structure, 3(2H)-dione functional group, 2-(3-methoxyphenyl) substituent.

Upstream product

• 17910-70-2 3-(3-methoxy-benzylidene)-3H-isobenzofuran-1-one 
• 87-41-2 2-benzofuran-1(3H)-one 
• 591-31-1 3-methoxy-benzaldehyde 
• 553-86-6 benzofuran-2(3H)-one 

Relevant academic research and scientific papers

1,3-DI-OXO-INDENE DERIVATIVE, PHARMACEUTICALLY ACCEPTABLE SALT OR OPTICAL ISOMER THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS AN ANTIVIRAL, ACTIVE INGREDIENT

The present invention relates to 1,3-dioxoindene derivatives, pharmaceutically acceptable salts or optical isomers thereof, a preparation method for same, and a pharmaceutical composition containing same as an active ingredient with antiviral activity. Th

1,3-DI-OXO-INDENE DERIVATIVE, PHARMACEUTICALLY ACCEPTABLE SALT OR OPTICAL ISOMER THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS AN ANTIVIRAL, ACTIVE INGREDIENT

Disclosed are 1,3-Dioxoindene derivatives, pharmaceutically acceptable salts thereof or enantiomers, a preparation method thereof, and a pharmaceutical composition for the prevention or treatment of viral diseases, comprising the same as an active ingredi

INDANONE AND INDANDIONE DERIVATIVES AND HETEROCYCLIC ANALOGS

The invention relates to indanone/indandione derivatives and heterocyclic analogs of Formula (I) wherein Ar1, A, B, L1, Y, Z, and (R1)n n are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments, especially as NPS receptor antagonists.

Benzofuranones

A benzofuranone of the Formula (1): STR1 wherein: R1 and R2 are each independently --H or optionally substituted C1-20 -alkyl; R3 and R4 are each independently --H or optionally substituted C1-6 -alkyl; R5 is selected from --H, --CN, --COOR10 and --COR10, in which R10 is --H or C1-6 -alkyl; R6, R7, R8 and R9 are each independently selected from --H, --NR1 R2, --NO2, halogen, optionally substituted C1-6 -alkyl and optionally substituted C1-6 -alkoxy.

Reactions of Carbonyl Compounds in Basic Solutions. Part 9. Methoxide-catalysed Cyclization of Benzylidenephthalides and Methyl o-Phenylacetylbenzoates

The detailed mechanism of the methoxide-catalysed rearrangement of substituted benzylidenephthalides and both normal and pseudo methyl o-phenylacetylbenzoates to form 2-phenylindane-1,3-diones has been studied.A rate-acidity function correlation for the reactions in methanolic dimethyl sulphoxide (DMSO) shows a linear increase in rate with increasing H- to reach a maximum in rate before decreasing, except for the p-nitro substrate.This derivative shows a rate decrease throughout the H- range.The ρ values in methanol and in 94 mol percent methanolic DMSO are 1.7 and -1.6, respectively.The kinetic isotope effect has been observed with kH/kD 0.8-1.0.The equilibrium constants for ring-chain tautomerism of the methyl o-phenylacetylbenzoates have been determined and shown to be independent of substituent and solvent composition.The rate-determining step is the intramolecular attack of the anion of the normal ester on the ester carbonyl group.In methanol and methanolic DMSO of high methanol content this is preceded by the ionization equilibrium of the normal ester.In methanolic DMSO of low methanol content and for the p-nitro substrate, the initial state is the anion itself.

Hypolipidemic Activity of Indan-1,3-dione Derivatives in Rodents

A series of 2-substituted indan-1,3-dione derivatives, including alkyl (C-1-C-5), mono- and disubstituted phenyl, and other 2-aryl derivatives, were tested for hypolipidemic activity of CF1 male mice at 20 mg/kg per day.These derivatives reduced both serum cholesterol and triglycerides after 16 days of administration intraperitoneally. 2-(4-Methoxyphenyl)indan-1,3-dione was one of the more active compounds with 41percent reduction of serum cholesterol and 58percent reduction of serum triglyceride levels on day 16.This activity was confirmed in the rat after oral administration. 2-(2-Methylphenyl)- and 2-(4-chlorophenyl)indan-1,3-dione were effective in reducing serum triglyceride levels 58percent and 53percent, respectively, in mice.Serum cholesterol on day 16 was effectively reduced 46percent by 2-(2,4-dimethylphenyl)indan-1,3-dione.The indan-1,3-dione derivatives were more effective than clofibrate in lowering lipid levels in mice.A more detailed study on the effects of 2-(4-methoxyphenyl)indan-1,3-dione demonstrated that key enzymes in the de novo synthesis of lipids were inhibited by the drug lowering tissue levels of lipids but raising those in the feces.The alterations in lipid content of rat lipoprotein fractions by the drug appeared favorable.