79286-76-3Relevant academic research and scientific papers
Pyridonecarboxylic acids as antibacterial agents. 4. Synthesis and antibacterial activity of 7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo*-1,8- naphthyridine-3-carboxylic acid and its analogues
Egawa,Miyamoto,Minamida,Nishimura,Okada,Uno,Matsumoto
, p. 1543 - 1548 (2007/10/02)
The title compounds with an amino- and/or hydroxy-substituted cyclic amino group at C-7 were prepared with 1-substituted 7-chloro-, 7-(ethylsulfonyl)-, and 7-(tosyloxy)-6-fluoro-1,4-dihydro-4-oxo-1,8-napthyridine-3-carboxylic acids and their ethyl esters with cyclic amines such as 3-aminopyrrolidine. The N-1 substituent includes ethyl, vinyl, and 2-fluoroethyl groups. As a result of in vitro and in vivo antibacterial screenings, three compounds, 1-ethyl- and 1-vinyl-7-(3-amino-1-pyrrolidine)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyri dine-3-carboxylic acids and 1-vinyl-7-[3-(methylamino)-1-pyrrolidinyl] analogue, were found to be more active than enoxacin and to be worthy of further biological study. Structure-activity relationships are discussed.
Naphthyridine derivatives
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, (2008/06/13)
The present invention provides a 1,8-naphthyridine compound of the formula STR1 wherein R is hydrogen, methyl, ethyl or propyl, and a nontoxic pharmaceutically acceptable salt thereof, and a process for preparing a 1,8-naphthyridine compound of the above formula which comprises (A) reacting a compound of the formula STR2 wherein Y is halogen, lower alkoxy, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower alkylsulfonyloxy or arylsulfonyloxy, and R1 is hydrogen or lower alkyl, with a compound of the formula STR3 wherein R2 is hydrogen or a protective group for the amino group, and R is as defined above, and when a reaction product in which R1 is lower alkyl and/or R2 is the amino protective group is obtained, treating it with an acid or base, and/or reductively cleaving it, (B) decomposing a compound of the formula STR4 wherein A ? is a fluorine-containing anion, and R1 and R2 are as defined above, and when a reaction product in which R1 is lower alkyl and/or R2 is the amino protective group is obtained, treating it with an acid or base, and/or reductively cleaving it, (C) treating a compound of the formula STR5 wherein R'1 is hydrogen or lower alkyl, R'2 is hydrogen or a protective group for the amino group, provided that R'1 and R'2 are not hydrogen atoms at the same time, and R is as defined above, with an acid or base, and/or reductively cleaving it, and optionally converting the resulting compound to a nontoxic pharmaceutically acceptable salt thereof. The 1,8-naphthyridine compound is useful as an antibacterial agent.
