cas 70459-04-0, Norfloxacin EP Impurity G | Articles data ｜lookchem

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70459-04-0

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Improved method for the synthesis of norfloxacin
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Mokrushina,Kotovskaya,Baskakova,Petrova,Kolmakova,Charushin,Rusinov,Chupakhin
p. 540 - 542
(2007/10/03)

Studies on Prodrugs. 10. Possible Mechanism of N-Dealkylation of N-Masked Norfloxacins Having Several Active Methylene Groups
As a prodrug approach to norfloxacin (NFLX, 2), we have prepared several N-masked NFLXs (1a-f) and studied the cleavage mechanism of the C-N bond of N-masked NFLXs utilizing the following experiments: (1) the oxidation of N-masked NFLXs (1a-f) with m-chloroperbenzoic acid (MCPBA) and their subsequent cleavage to 2 in chloroform at room temperature or at 50 deg C; (2) the liberation of NFLX from N-masked NFLXs after oral administration in mice.It was found that the chemical oxidative dealkylation of N-masked NFLXs proceeded when anion-stabilizing groups (e.g., CN, COR, COOR) are present on the α carbon of the nitrogen atom.In in vivo experiments, N-masked NFLXs having acidic hydrogens on the α carbon to the nitrogen atom also liberated NFLX (2) after oral administration.
Kondo, Hirosato,Sakamoto, Fumio,Inoue, Yoshimasa,Tsukamoto, Goro
p. 679 - 682
(2007/10/02)

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Chemical Properties

Melting Point: 292-293 °C(Solv: methanol (67-56-1))
Boiling Point: 622.1±55.0 °C(Predicted)
Density: 1.453±0.06 g/cm3(Predicted)
Vapor Pressure: 2.46E-16mmHg at 25°C
PKA: 0.16±0.20(Predicted)
PSA: 82.85000
LogP: 1.77590

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