Novel derivatives of 5,6-dimethoxy-1-indanone coupled with substituted pyridine as potential antimicrobial agents

Abstract

Synthesis of novel derivatives of 5,6-dimethoxy-1-indanone was carried out via its Schiff's base using 2-cyanoacetohydrazide followed by cyclization with 2-arylidenemalononitrile in the presence of a catalytical amount of piperidine to get 6-amino-1-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylideneamino)-2-oxo-4-aryl-1,2-dihydropyridine-3,5-dicarbonitrile derivatives. The structures of the synthesized compounds were confirmed on the basis of their spectral and elemental analysis. The synthesized compounds were also screened for antimicrobial activity and found to have promising antibacterial activity.

Design, Synthesis and Evaluation of Aurone and Indanone Derivatives as Novel Antibacterial Agents

“…The skeleton of aurone has been demonstrated to be potential for the antibacterial agents and many aurones based on modifications on Bring had been explored (Figure 1) [12][13][14][15][16][17][18][19][20]. Furthermore, it is still active when the benzofuranone was hopped to indanone, and the lipid solubility of the compound were greatly improved as well [21][22][23]. While the similar results were also observed in our previous structure modification of aurones [21,24], which implied that the lipid solubility and molecular planarity of the compounds may be benficial to the activity as well.…”

Equilibrium Solubility Determination and Dissolution Property Analysis of 5,6-Dimethoxy-1-indanone in 15 Pure Solvents from 283.15 to 323.15 K

“…3−6 With the ability to combat viral infections, the derivatives of 5,6-dimethoxy-1-indanone also served as the potential drugs against fungal invasion in ophthalmic diseases. 7,8 Besides, 5,6-dimethoxy-1-indanone as an important raw material has played a vital role in the synthesis of indanone-based ferrocenyl compounds, which can be considered as candidates to be used in optical applications. 9 Crystallization is an essential unit operation to obtain satisfactory products.…”

“…Many derivatives of 5,6-dimethoxy-1-indanone exhibit excellent properties as pharmaceutical or fine chemicals. For example, they include donepezil, which is the most promising agent for the treatment of Alzheimer’s disease, , and the thiosemicarbazone of 5,6-dimethoxy-1-indanone (TSC), which has stable resistance to inhibit the enveloped single-stranded RNA virusbovine viral diarrhea virus (BVDV). − With the ability to combat viral infections, the derivatives of 5,6-dimethoxy-1-indanone also served as the potential drugs against fungal invasion in ophthalmic diseases. , Besides, 5,6-dimethoxy-1-indanone as an important raw material has played a vital role in the synthesis of indanone-based ferrocenyl compounds, which can be considered as candidates to be used in optical applications …”

Indanyl Analogs as Potential Antimicrobial Agents

“…Therefore, there is an urgent need to develop new classes of therapeutic agents to treat microbial infections. Indanyl derivatives have already drawn some attention as one of the templates for synthesizing compounds of varying biological activities such as antimicrobial [1][2][3][4][5][6][7], antitubercular [8][9][10], antimalarial [11], anti-inflammatory [12][13][14][15][16], anticancer 1 [17,18], antiviral [19], monoamine oxidase inhibitor [20], and anti-Alzheimer [21]. In search of newer antimicrobial agents, I have discovered and evaluated a series of substituted indanyl acids [(5-ethoxy-6-methoxy-3-oxo-2,3-dihydro-1H-inden-l-yl)acetic acid, (5,6-dimethoxy-3-oxo-2,3-dihydro-1H-inden-l-yl) acetic acid, and (6-chloro-3-oxo -2, 3-dihydro-1H-inden-l-yl) acetic acid] and their esters [(5-ethoxy-6-methoxy-3-oxo-2,3-dihydro-1H-inden-lyl)acetic acid esters, (5,6-dimethoxy-3-oxo-2,3-dihydro-1H-inden-l-yl) acetic acid esters, and (6-chloro-3-oxo -2, 3-dihydro-1H-inden-l-yl) acetic acid esters] against various pathogenic microorganisms.…”