74274-67-2

Usage

Class

Fluoroquinolone antibiotics

Function

Synthetic antibacterial agent

Uses

Treats various bacterial infections such as respiratory tract, skin, and urinary tract infections

Mechanism of Action

Inhibits bacterial DNA gyrase and topoisomerase IV, essential for DNA replication and repair

Result of Inhibition

Bacterial death and infection resolution

Forms Available

Oral and intravenous

Tolerance

Generally well-tolerated

Potential Side Effects

Tendon rupture, central nervous system effects

Precaution

Use as directed by a healthcare professional to minimize adverse effects

Upstream product

• 5308-25-8 4-ethylpiperazine 
• 79286-73-0 1-ethyl-1,4-dihydro-4-oxo-6-fluoro-7-chloro-1,8-naphthyridine-3-carboxylic acid 
• 87938-98-5 C₁₉H₂₃N₆O₄⁽¹⁺⁾*F₆P^(1-) 
• 87939-04-6 7-(4-Acetyl-piperazin-1-yl)-1-ethyl-6-nitro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 87938-96-3 7-(4-Acetyl-piperazin-1-yl)-6-amino-1-ethyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 
• 54132-41-1 ethyl 7-(4-acetyl-1-piperazinyl)-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate 
• 56654-05-8 ethyl 7-chloro-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate 
• 82671-13-4 ethyl 7-(4-acetyl-1-piperazinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate 
• 84233-60-3 ethyl 7-(4-acetyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate 
• 87939-09-1 1-ethyl-6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1,8-naphthyridine-3-carboxylic acid 

Relevant academic research and scientific papers

Process for the preparation of quinolonecarboxylic acid esters

A process for the preparation of quinolone-carboxylic acid esters of the formulae I and II STR1 in which A represents nitrogen or =C--R4, R4 represents hydrogen, fluorine, chlorine, nitro or methyl, B represents halogen, nitro, alkoxy, alkylsulphonyloxy or the radical STR2 and B additionally represents STR3 if R1 does not denote cyclopropyl, and R5 represents a branched or unbranched alkyl group which has 1 to 4 carbon atoms and which can optionally be substituted by a hydroxyl or methoxy group, R6 represents hydrogen, methyl or phenyl, R7 represents hydrogen or methyl, R8 represents dialkylamino having 1 or 2 carbon atoms in the alkyl group or dialkylaminomethyl having 1 or 2 carbon atoms in the alkyl group, or aminomethyl R1 represents hydrogen, optionally substituted alkyl having 1 to 3 carbon atoms, optionally substituted cycloalkyl, 2-fluoroethyl, vinyl, methoxy or 4-fluorophenyl, R2 represents optionally substituted alkyl having 1 to 6 carbon atoms and also cyclohexyl and benzyl, R3 represents hydrogen, methyl or ethyl, and Z represents oxygen, nitrogen which is substituted by methyl or phenyl, and =CH2, characterized in that quinolonecarboxylic acids of the formulae III and IV STR4 in which A, B, Z, R1 and R3 have the meanings indicated above, are reacted with chloroformic acid esters of the formula V in which R2 has the meaning indicated above.

Pyridonecarboxylic acids as antibacterial agents. 2. Synthesis and structure-activity relationships of 1,6,7-trisubstituted 1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids, including enoxacin, a new antibacterial agent

The title compounds having nitro, amino, cyano, chloro, or fluoro as the C-6 substituent were prepared. Introduction of the chloro and cyano groups at C-6 was accomplished by the Sandmeyer reaction of 6-amino-1,8-naphthyridine derivatives via their 6-diaz