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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-(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, Cefepime is typically in a solid state, mainly available as its hydrochloride salt for medical uses.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
480.55g/mol
Molar mass
480.5510g/mol
Density
1.8200g/cm3
Appearence

Cefepime is typically presented as a white to pale yellow powder. It is highly soluble in water, forming a clear and colorless to slightly yellow solution, and can sometimes appear in crystalline form.

Comment on solubility

Solubility Characteristics of the Compound

The solubility of the compound 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C19H24N6O5S2) presents some intriguing aspects:

  • Polarity: The presence of functional groups such as the carboxylic acid and thiazole moiety contributes to the overall polarity of the molecule, potentially enhancing its solubility in polar solvents such as water.
  • Hydrogen Bonding: Functional groups that can form hydrogen bonds (like the carboxylic acid) may improve solubility in aqueous environments by stabilizing interactions with water molecules.
  • Size and Structure: The larger, complex structure may present challenges for solubility; **bulky groups** could hinder effective interaction with the solvent.
  • pH Dependency: Being a carboxylic acid, its solubility may vary significantly with changes in pH, often increasing in more alkaline conditions where it can ionize.

Overall, while this compound possesses features that can enhance its solubility, the complexity of its structure and the balance of polar and nonpolar elements will likely dictate the specific conditions under which it dissolves optimally. Understanding these characteristics is key for practical applications in formulations.

Interesting facts

Exploring a Unique Antibiotic: 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

This compound is a fascinating member of the antibiotic family, showcasing a complex structure that offers several interesting properties from a pharmacological perspective. Known for its potent antibacterial efficacy, this compound interacts with bacterial ribosomes, thus inhibiting protein synthesis and leading to cell death. Below are some intriguing points about this compound:

  • Origin: It is derived from natural sources and has been modified in the lab to enhance its antimicrobial activity.
  • Mechanism of Action: The compound features a thiazole ring, which is crucial for its biological activity, as it allows for strong binding to its target in bacterial cells.
  • Clinical Relevance: Used as a therapeutic agent, it is particularly effective against resistant strains of bacteria, making it an important tool in modern medicine.
  • Structure-Activity Relationship (SAR): Chemists study how the modifications in the structure influence activity, leading to continual advancements in antibiotic design.
  • Bioavailability: The unique bicyclic structure contributes to its ability to cross biological membranes effectively.

As we move forward in addressing the challenge of antibiotic resistance, compounds like this play a pivotal role. They not only exhibit significant antibacterial properties but also encourage the exploration of new synthetic pathways to develop next-generation antibiotics. In the words of a noted scientist, "Nature is a chemist that has been working for billions of years," reminding us of the potential that lies within the intricate structures of natural products and their derivatives.

Exploring the application of this compound in medicine opens avenues for research and can lead to groundbreaking advancements in both chemical synthesis and therapeutic interventions.