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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)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

Cefepime is typically in a crystalline solid form at room temperature. The hydrochloride salt form is used for aqueous solutions for injections.

Melting point (Celsius)
143.00
Melting point (Kelvin)
416.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
480.57g/mol
Molar mass
480.5720g/mol
Density
1.7200g/cm3
Appearence

Cefepime appears as a white to pale yellow crystalline powder. It is often supplied in the form of its hydrochloride salt due to better solubility in water.

Comment on solubility

Solubility of 7-[[2-(2-aminothiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility of this complex compound, C19H24N6O5S2, can be influenced by several factors. Given its intricate structure, we can anticipate the following characteristics regarding its solubility:

  • Polar Functional Groups: The presence of amino and carboxylic acid groups suggests that this compound is likely to exhibit moderate to high solubility in polar solvents like water.
  • Hydrophobic Regions: The dimethylamino and thiazolyl components may contribute to lower solubility in non-polar solvents, indicating potential amphipathic behavior, which enhances solubility in mixed solvent systems.
  • pH Dependence: Given the acidic nature of the carboxylic group, the solubility may be sensitive to pH changes, potentially increasing in more alkaline environments.

In conclusion, while factors such as solvent nature and temperature will play critical roles, the overall expectation is that this compound demonstrates moderate solubility in polar solvents while being less soluble in non-polar conditions. Understanding the solubility profile is crucial for applications in pharmaceutical formulations and biological interactions.

Interesting facts

Interesting Facts about 7-[[2-(2-aminothiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This fascinating compound is an intriguing example of how diverse structures in organic chemistry can lead to significant biological activity. Its complex synthetic route and multifunctional core make it a point of interest in pharmaceutical research.

Key Features:

  • Multifunctionality: The compound contains multiple functional groups, including a thiazole moiety, an amide linkage, and a carboxylic acid, which may contribute to its biological activity.
  • Biological Relevance: Variants of this compound's design are often explored for their potential therapeutic effects, especially in the area of infectious diseases and cancer treatment.
  • Structural Diversity: The bicyclic structure presents unique three-dimensional configurations that may influence pharmacokinetic properties, such as absorption and metabolism.

Notably, the inclusion of the dimethylamino and tetrazole functionalities suggests that the compound could participate in diverse chemical reactions and interactions, highlighting the broad utility of nitrogen-containing heterocycles in drug design.

As research continues to explore compounds like this, it becomes clear that the intersection of organic chemistry and medicinal applications is a thriving field, demanding creativity and precision from chemists. "The real magic of chemistry lies not only in understanding individual compounds but in the interplay of their complexities to yield profound biological effects." This philosophy drives innovation in the search for new therapeutic agents.

Synonyms
SCHEMBL16473046
AKOS025149471