75001-77-3

Usage

Uses

Used in Pharmaceutical Industry:
Desethylene Norfloxacin Hydrochloride is used as an intermediate in the synthesis of fluoroquinolone antibiotics for the treatment of bacterial infections. Its role in the degradation process of Norfloxacin contributes to the development of new and improved antibacterial agents.
Used in Research and Development:
Desethylene Norfloxacin Hydrochloride serves as a valuable compound for research purposes, particularly in the study of fluoroquinolone antibiotics and their mechanisms of action. It aids in understanding the degradation pathways and potential modifications to enhance the efficacy and safety of these drugs.
Used in Quality Control:
In the pharmaceutical industry, Desethylene Norfloxacin Hydrochloride is utilized for quality control purposes to ensure the purity and potency of the final drug product. It helps in monitoring the stability and degradation of Norfloxacin and related compounds during manufacturing and storage processes.

Upstream product

• 98079-51-7 lomefloxacin 

Relevant academic research and scientific papers

Seeking the mechanism responsible for fluoroquinolone photomutagenicity: A pulse radiolysis, steady-state, and laser flash photolysis study

The mechanism responsible for the remarkable photomutagenicity of fluoroquinolone (FQ) antibiotics remains unknown. For this reason, it was considered worthwhile to study in detail the interactions between DNA and a dihalogenated FQ such as lomefloxacin (LFX; one of the most photomutagenic FQs) and its N-acetyl derivative ALFX. Studies of photosensitized DNA damage by (A)LFX, such as formation of DNA single-strand breaks (SSBs), together with pulse radiolysis, laser flash photolysis, and absorption and fluorescence measurements, have shown the important effects of the cationic character of the piperazinyl ring on the affinity of this type of drug for DNA. Hence, the formation of SSBs was detected for LFX, whereas ALFX and ciprofloxacin (a monofluorated FQ) needed a considerably larger dose of light to produce some damage. In this context, it was determined that the association constant (Ka) for the binding of LFX to DNA is ca. 2×103 M-1, whereas in the case of ALFX it is only ca. 0.5×103 M-1. This important difference is attributed to an association between the cationic peripheral ring of LFX and the phosphate moieties of DNA and justifies the DNA SSB results. The analysis of the transient species detected and the photomixtures has allowed us to establish the intermolecular processes involved in the photolysis of FQ in the presence of DNA and 2'-deoxyguanosine (dGuo). Interestingly, although a covalent binding of the dihalogenated FQ to dGuo occurs, the photodegradation of FQ...DNA complexes did not reveal any significant covalent attachment. Another remarkable outcome of this study was that (A)LFX radical anions, intermediates required for the onset of DNA damage, were detected by pulse radiolysis but not by laser flash photolysis.

Photoreactivity of fluoroquinolones: Nature of aryl cations generated in water

The nature of stabilized aryl cations generated from photodehalogenations of fluoroquinolones in aqueous media has been studied by comparing the photophysical and photochemical behavior of lomefloxacin (LFX) and its N(4′)-acetylated form (ALFX). Photoproduct studies, laser flash photolysis, and emission measurements have shown that this small peripheral modification produces important changes in the properties of the singlet aryl cations generated. Also, in basic medium, a new photodehalogenation pathway for 6,8-dihalogenated fluoroquinolones has been observed.

The photochemistry of lomefloxacin. An aromatic carbene as the key intermediate in photodecomposition

Irradiation of the 6,8-difluoroquinolone antibiotic lomefloxacin causes selective heterolytic defluorination from position 8 and leads to products rationalized as arising from the cation either via nucleophile addition or intramolecular carbene C-H insertion and hydrogen transfer.