92161-77-8Relevant academic research and scientific papers
AlCl3 induced C-N bond formation followed by Pd/C-Cu mediated coupling-cyclization strategy: Synthesis of pyrrolo[2,3-b]quinoxalines as anticancer agents
Prasad, Bagineni,Shiva Kumar,Vijaya Babu,Anusha,Rambabu,Kandale, Ajit,Vanaja,Kalle, Arunasree M.,Pal, Manojit
, p. 6059 - 6066 (2012)
AlCl3 facilitated C-N bond forming reaction between 2,3-dichloroquinoxaline and anilines affording a convenient method for the preparation of N-aryl substituted 3-chloroquinoxalin-2-amines. A related N-benzyl derivative, however, was prepared via a conventional method. These N-alkyl/aryl substituted 3-chloroquinoxalin-2-amines on coupling with terminal alkynes in toluene under Pd/C-Cu catalysis afforded a range of 1,2-disubstituted pyrrolo[2,3-b]quinoxalines within 3-5 h in good to excellent yields. Some of the compounds synthesized showed promising anti-proliferative properties when tested in vitro against two cancer cell lines. Docking studies indicated that these molecules interact well with human Akt in silico.
Ligand/PTC-free intramolecular Heck reaction: Synthesis of pyrroloquinoxalines and their evaluation against PDE4/luciferase/oral cancer cell growth in vitro and zebrafish in vivo
Babu, P. Vijaya,Mukherjee, Soumita,Deora, Girdhar Singh,Chennubhotla, Keerthana Sarma,Medisetti, Raghavender,Yellanki, Swapna,Kulkarni, Pushkar,Sripelly, Shivashankar,Parsa, Kishore V. L.,Chatti, Kiranam,Mukkanti,Pal, Manojit
supporting information, p. 6680 - 6685 (2013/10/01)
A series of 1,3-disubstituted pyrrolo[2,3-b]quinoxalines has been designed for the potential inhibition of PDE4 without inhibiting luciferase. A ligand/PTC (phase transfer catalyst) free intramolecular Heck cyclization strategy was used to prepare these compounds, some of which showed significant inhibition of PDE4B (IC50 ≈ 5-14 μM) and growth inhibition of oral cancer cells (CAL 27) but not inhibition of luciferase in vitro. They also showed acceptable safety profiles but no apoptosis in zebrafish embryos.
