73903-38-5

Upstream product

• 98029-56-2 (7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)(2-nitrophenyl)-methanone 
• 1484-85-1 3,4-methylenedioxyphenylethylamine 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 22751-23-1 (2-nitrophenyl)acetyl chloride 
• 1485-00-3 5-((E)-2-nitroethenyl)-1,3-benzodioxole 
• 120-57-0 piperonal 
• 73903-39-6 N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(2-nitrophenyl)acetamide 
• 73903-40-9 5-(2-nitro-benzyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline 

Downstream Products

• 475-75-2 liriodenine 

Relevant academic research and scientific papers

Novel total syntheses of oxoaporphine alkaloids enabled by mild Cu-catalyzed tandem oxidation/aromatization of 1-Bn-DHIQs

Novel total syntheses of oxoaporphine alkaloids such as liriodenine, dicentrinone, cassameridine, lysicamine, oxoglaucine and O-methylmoschatoline were developed. The key step of these total syntheses is Cu-catalyzed conversion of 1-benzyl-3,4-dihydro-isoquinolines (1-Bn-DHIQs) to 1-benzoyl-isoquinolines (1-Bz-IQs) via tandem oxidation/aromatization. This novel Cu-catalyzed conversion has been studied in detail, and was successfully used for constructing the 1-Bz-IQ core.

Antimicrobial compositions

Antimicrobial compositions useful in mammal and plants comprising liriodenine, dehydroglaucine, liriodenine methiodide and oxoglaucine methiodide compounds and mixtures thereof. The antimicrobial compositions are particularly useful against Gram positive bacteria, acid fast bacteria and fungi and yeast.

Antibacterial and antifungal activity of liriodenine and related oxoaporphine alkaloids

Liriodenine was evaluated for its antibacterial and antifungal activity against several microorganisms. Other related oxoaporphine alkaloids also were evaluated. Attempts to prepare oxoaporphine alkaloids from N-acetylnoraporphines were unsuccessful, but an unexpected phenanthrene alkaloid was obtained. A novel N-demethylation reaction was noted when oxoglaucine methiodide and liriodenine methiodide were treated with alumina.