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Novel derivatives of the benzo[ b ][1,6]naphthyridine system
Author(s) -
Deady Leslie W.,
Rogers Michael L.
Publication year - 2006
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570430222
Subject(s) - chemistry , nitration , halogenation , sulfonamide , electrophile , alkylation , combinatorial chemistry , electrophilic substitution , medicinal chemistry , organic chemistry , catalysis
AbstractAn efficient synthesis of 2‐hydroxy‐6‐methylbenzo[ b ][1,6]naphthyridin‐1(2 H )‐one was devised. The hydroxy group was alkylated, acylated and replaced by hydrogen. Electrophilic nitration, bromination and chlorosulfonation occurred readily in the 4‐position. From the last, various sulfonamide derivatives were prepared. A selection of the products was screened by the National Cancer Institute. Cytotoxicities were generally low.