Novel derivatives of the benzo[b][1,6]naphthyridine system

An efficient synthesis of 2‐hydroxy‐6‐methylbenzo[b][1,6]naphthyridin‐1(2H)‐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 derivativ...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry Vol. 43; no. 2; pp. 405 - 416
Main Authors: Deady, Leslie W., Rogers, Michael L.
Format: Journal Article
Language:English
Published: Hoboken Wiley-Blackwell 01-03-2006
Wiley‐Blackwell
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Summary:An efficient synthesis of 2‐hydroxy‐6‐methylbenzo[b][1,6]naphthyridin‐1(2H)‐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.
Bibliography:istex:C35A02E37C07463E1A2E3FF7CB9ED0B5B0EF810C
ark:/67375/WNG-DCZXJ3WS-8
ArticleID:JHET5570430222
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570430222