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Cefepime

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Identification
Molecular formula
C19H24N6O5S2
CAS number
88040-23-7
IUPAC name
7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
State
State

Cefepime is typically a solid at room temperature, most commonly found in a lyophilized powder form that is intended for reconstitution as a solution for intravenous or intramuscular administration. It is stable under normal conditions but should be stored as directed, typically away from extreme temperatures and moisture.

Melting point (Celsius)
144.00
Melting point (Kelvin)
417.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
480.57g/mol
Molar mass
480.5710g/mol
Density
1.6100g/cm3
Appearence

Cefepime appears as a white to pale yellow crystalline powder. It is typically found in its hydrochloride form for stability and solubility purposes in pharmaceutical preparations. The compound is usually reconstituted into a solution for injection.

Comment on solubility

Solubility of 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methylpyrrolidin-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

The compound with the chemical formula C19H24N6O5S2 exhibits noteworthy solubility characteristics that merit attention. Understanding its solubility profile is crucial for both its potential applications and formulations.

Key Points on Solubility:

  • Solvent Affinity: This compound is expected to demonstrate varying solubility in different solvents due to its complex structure, which includes multiple functional groups that can engage in hydrogen bonding and hydrophobic interactions.
  • Hydrophilicity vs. Lipophilicity: The presence of hydrophilic groups such as the thiazole and amino functionalities suggests moderate solubility in polar solvents, while the larger hydrophobic regions may limit solubility in highly polar environments.
  • pH Dependence: Its solubility may also be influenced by pH levels. For example, under acidic conditions, protonation of certain nitrogen atoms may enhance solubility, while alkaline conditions could lead to precipitation.
  • Temperature Effects: As with many compounds, solubility can increase with temperature; hence, solubility testing at various temperatures is recommended to ascertain its full profile.
  • Practical Considerations: When considering this compound for pharmaceutical applications, appropriate formulations should be developed to enhance its bioavailability, possibly by considering co-solvents or solubilizing agents.

In conclusion, while this compound shows potential for solubility in specific environments, the interplay of its molecular structure with various solvents necessitates comprehensive studies to tailor its practical application.

Interesting facts

Interesting Facts about 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

This fascinating compound belongs to a class of molecules known as antibacterial agents. Its intricate structure plays a significant role in its therapeutic applications, particularly in the battle against bacterial infections. Here are some intriguing points:

  • Mechanism of Action: The compound inhibits bacterial cell wall synthesis, making it effective against various gram-positive and gram-negative bacteria.
  • Thiazole Ring: The presence of the thiazole moiety is crucial, as it enhances the compound's biological activity, allowing for better interaction with bacterial enzymes.
  • Structural Complexity: With its bicyclic and thiazolidine structures, this compound exemplifies how complex architectures can lead to significant biological effects.
  • Research Potential: Ongoing studies are examining its potential against multidrug-resistant bacteria, highlighting the compound's promise in modern medicine.
  • Industrial Relevance: Beyond pharmaceuticals, the insights gained from studying such compounds influence the design of new materials and catalytic processes.

In summary, this compound represents the cutting edge of medicinal chemistry, demonstrating how synthetic ingenuity can unlock new therapeutic pathways. As stated by a renowned chemist, "The beauty of chemistry is how simple elements combine to form complex systems that can revolutionize healthcare." The journey of this compound from the lab to clinical applications continues to be a point of great interest and excitement in the scientific community.

Synonyms
cefepime
88040-23-7
7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
97164-57-3
CID 2622
MFCD00864890
(6R,7R)-7-[(Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
SY327682
DB-057040