Cinoxacin

Cinoxacin

Cat Number
API0232165
CAS Number
28657-80-9

If you have any other questions, please contact our experts.

CAS Number
28657-80-9
EINECS
249-133-8
Storage
Store at room temperature
Synonyms
Cinobac; Cinoxacino; Cinoxacine; Cinoxacinum; DTXSID8022822
Molecular Formula
C12H10N2O5
Molecular Weight
262.22
Smiles
CCN1C2=CC3=C(C=C2C(=O)C(=N1)C(=O)O)OCO3
Appearance
White to off-white powder
Melting Point
210°C (dec.)
Boiling Point
517.2±60.0°C at 760 mmHg (Predicted)
Relative Density
1.6±0.1
General Description
Cinoxacin is a synthetic quinolone antibacterial agent, structurally related to nalidixic acid but with a dioxolo group fused to the quinolone ring. The molecule contains a 1‑ethyl and a 4‑oxo group, typical of first‑generation quinolones.
Mechanism of Action
Cinoxacin inhibits bacterial DNA synthesis by targeting DNA gyrase (topoisomerase II) in susceptible gram‑negative bacteria. It binds to the A subunit of gyrase, stabilizing the enzyme‑DNA complex and causing double‑strand breaks. The drug is bactericidal and exhibits concentration‑dependent killing.
Application
Cinoxacin was indicated for the treatment of uncomplicated urinary tract infections caused by Escherichia coli, Proteus mirabilis, Klebsiella species, and Enterobacter species.

Does Cinoxacin require protection from light during long-term storage?

Yes, it is photosensitive. UV light can cause photodegradation of the quinolone core. Store in light-resistant containers, preferably original packaging.

What is the recommended storage temperature for Cinoxacin?

Store at controlled room temperature (15-25°C). Avoid temperatures above 30°C, which accelerate decarboxylation and formation of the desfluoro impurity.

Is Cinoxacin stable in oral suspension formulations for pediatric use?

Reconstituted suspensions have limited stability (typically 14 days under refrigeration).

How is the impurity cinoxacin ethylenediamine analog (a process-related impurity) monitored?

This impurity is quantified using a stability-indicating HPLC method, ensuring it remains within ICH qualification thresholds.
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