Ciprofloxacin lactate
[CAS# 97867-33-9]

Identification

• Classification: API >> Synthetic anti-infective drugs >> Quinolone
• Name: Ciprofloxacin lactate
• Synonyms: 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid lactate
• Molecular Formula: C₁₇H₁₈FN₃O₃.C₃H₆O₃
• Molecular Weight: 421.43
• CAS Registry Number: 97867-33-9
• EC Number: 809-928-8
• SMILES: CC(C(=O)O)O.C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O

Properties

• Melting point: 255-257 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H312-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

Ciprofloxacin lactate is a derivative of ciprofloxacin, a well-known fluoroquinolone antibiotic. It is utilized primarily in the treatment of bacterial infections, offering a unique formulation of its parent compound. This article explores the discovery, development, and applications of ciprofloxacin lactate, highlighting its significance in both medical and pharmaceutical contexts.

The discovery of ciprofloxacin dates back to the 1980s when it was developed by Bayer AG as part of a broader effort to enhance the fluoroquinolone class of antibiotics. Ciprofloxacin itself is renowned for its broad-spectrum antibacterial activity, targeting a wide range of Gram-negative and Gram-positive bacteria. Its efficacy in treating complex infections has established it as a cornerstone in antibiotic therapy. Ciprofloxacin lactate, introduced subsequently, was designed to offer specific advantages in formulation and application.

Ciprofloxacin lactate is the lactate salt form of ciprofloxacin, which improves its solubility and stability compared to the base form. This formulation is particularly useful for intravenous administration, allowing for rapid delivery and absorption of the antibiotic in clinical settings. By converting ciprofloxacin into its lactate salt, pharmaceutical scientists were able to optimize its pharmacokinetic properties, making it suitable for more critical and immediate medical needs.

The primary application of ciprofloxacin lactate is in treating severe infections where oral administration of ciprofloxacin may not be feasible. It is commonly used in hospitals for managing complex infections, including those affecting the respiratory tract, urinary tract, and gastrointestinal system. Ciprofloxacin lactate is particularly effective against infections caused by Pseudomonas aeruginosa and other challenging pathogens. Its ability to achieve high plasma concentrations quickly makes it a valuable option for treating life-threatening infections where prompt intervention is crucial.

In clinical practice, ciprofloxacin lactate is administered intravenously, which allows for precise control over dosing and ensures that the drug reaches therapeutic levels swiftly. This method of delivery is essential in acute care settings where rapid antibiotic action is needed to combat severe bacterial infections. The lactate form enhances the drug’s solubility, facilitating its use in injectable formulations that are stable and effective.

Despite its benefits, the use of ciprofloxacin lactate, like other antibiotics, requires careful consideration of potential side effects and resistance issues. Common side effects include gastrointestinal disturbances, headache, and rash. Additionally, overuse or inappropriate use of ciprofloxacin lactate can contribute to the development of antibiotic-resistant bacteria. Therefore, it is essential for healthcare providers to follow guidelines for appropriate use and to monitor patients closely during treatment.

The development of ciprofloxacin lactate represents an important advancement in antibiotic therapy, expanding the options available for treating severe bacterial infections. Its formulation enhances the efficacy of ciprofloxacin, making it a valuable tool in the management of critical infections. As with all antibiotics, its use must be managed carefully to preserve its effectiveness and minimize the risk of resistance.

In summary, ciprofloxacin lactate is a crucial derivative of ciprofloxacin, offering improved solubility and stability for intravenous administration. Its role in treating severe bacterial infections underscores its importance in modern medical practice, particularly in settings requiring rapid and effective antibiotic treatment.

References

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DOI: 10.1007/s10103-019-02730-7

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DOI: 10.1007/s11859-009-0115-y

2009. The complexes of metal ions with fluoroquinolones. Russian Journal of Coordination Chemistry, 35(2).
DOI: 10.1134/s1070328409020018