4341-53-1Relevant academic research and scientific papers
Design and synthesis of anti-breast cancer agents from 4-piperazinylquinoline: A hybrid pharmacophore approach
Solomon, V. Raja,Hu, Changkun,Lee, Hoyun
experimental part, p. 1563 - 1572 (2010/04/29)
A novel class of 4-piperazinylquinoline derivatives based on the isatin scaffold were designed by molecular hybridization approach and synthesized for biological evaluation. Subsequently, the compounds were examined for their cytotoxic effects on two human breast tumor cell lines, MDA-MB468 and MCF7, and two non-cancer breast epithelial cell lines, 184B5 and MCF10A. Although all compounds examined were quite effective on the breast cancer cell lines examined, the compound 4-bromo-1-[4-(7-chloro-quinolin-4-yl)-piperazin-1-ylmethyl]-1H-indole-2,3-dione (5b) and N1-[4-(7-trifluoromethyl-quinolin-4-yl)]-piperazin-1-ylmethyl-4-chloro-1H-indole-2,3-dione-3-thiosemicarbazone (8a) emerged as the most active among this series. It appeared that both 5b and 8a caused apoptosis to MCF7 cancer cells, but not MCF10A non-cancer cells. Thus, 4-piperazinylquinoline linked isatin analog can serve as the prototype molecule for further development of a new class of anti-breast cancer agents.
Condensed heterocyclic systems: Synthesis and antimicrobial activity of a few heterocycles derived from 7-chloro-5H-2, 3-dihydro-1,2,4-triazino[5, 6-b]indole-3-thione
Mohan,Kiran
, p. 645 - 647 (2007/10/02)
7-Chloro-5H-2, 3-dihydro-1, 2, 4-triazino[5, 6-b]indole-3-thione (II) on condensation with 1, 2-dibromoethane, 1, 3-dibromopropane and 2, 3-dichloroquinoxaline gives the cyclized products 8-chloro-2 3-dihydrothiazolo[3', 2'; 2,3][1, 2, 4]triazino[5, 6-b]indole (III), 9-chloro-4H-2, 3-dihydro[1,3]thiazino[3', 2':2, 3][1,2,4]triazino[5,6-b]indole (IV) and 10-chloroquinoxalino[2', 3':4,5]thiazolo[3,2-b]indolo]2,3-e][1, 2,4]triazine (V) respectively and not the angular isomers VI, VII and VIII. The unequivocal synthesis of the latter (VI, VII and VIII) has been accomplished by the reaction of 6-chloroisatin-3-thiosemicarbazone (1) with 1,2-dibromoethane, 1,3-dibromopropane and 2,3-dichloroquinoxaline respectively. The antibacterial and antifungal activities of the synthesized compounds have been evaluated.
Heterocyclic Systems Containing Bridgehead Nitrogen Atom: Synthesis of Thiazolotriazinoindoles and Isomeric Thiazolotriazinoindoles
Mohan, Jag,Anjaneyulu, G. S. R.,Kiran
, p. 346 - 349 (2007/10/02)
8-Bromo- and 7-chloro-5H-2,3-dihydrotriazinoindole-3-thiones (II) on condensation with α-halogenoketones give 5H-3-aroylmethylthio-8-bromo- and 5H-3-aroylmethylthio-7-chlorotriazinoindole hydrohalides (III) which undergo PPA cyclization to furnish 3-aryl-7-bromo- and 3-aryl-8-chloro-thiazolotriazinoindoles (IV) and not the angular isomeric 1-aryl-7-bromo- and 1-aryl-8-chloro-thiazolotriazinoindoles (VI).The unequivocal synthesis of the latter (VI) has also been accomplished.
