57256-36-7Relevant academic research and scientific papers
Syntheses of aporphine and homoaporphine alkaloids by intramolecular ortho-arylation of phenols with aryl halides via SRN1 reactions in liquid ammonia
Barolo, Silvia M.,Teng, Xin,Cuny, Gregory D.,Rossi, Roberto A.
, p. 8493 - 8499 (2006)
The photostimulated intramolecular ortho-arylation reactions of bromoarenes linked with pendant phenoxy containing N-substituted tetrahydroisoquinolines in liquid ammonia afforded aporphine (54-82% yield) alkaloid derivatives via SRN1 reactions. This strategy was extended for the first time to the synthesis of a homoaporphine derivative (40% yield). Tetrahydroisoquinoline precursors that contained electron-withdrawing groups on nitrogen (i.e., amides, sulfonamides, and carbamates) gave cyclized products, whereas precursors with basic nitrogens (i.e., NH or NMe) either failed to yield cyclized products or gave aporphines in only low yield.
Syntheses of tetrahydroisoquinoline derivatives that inhibit NO production in activated BV-2 microglial cells
Seo, Jai Woong,Srisook, Ekaruth,Son, Hyo Jin,Hwang, Onyou,Cha, Young-Nam,Chi, Dae Yoon
, p. 1160 - 1170 (2008/09/20)
Seventeen tetrahydroisoquinoline derivatives were designed, synthesized and evaluated for inhibition of NO production in lipopolysaccharide-stimulated BV-2 microglial cells. Compounds 5a, 9c and 11a potently attenuated NO production by >60%, and 5a and 11
