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Cefotaxime

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Identification
Molecular formula
C16H16N5NaO7S2
CAS number
64485-93-4
IUPAC name
sodium;(6R,7R)-3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
State
State

Sodium cefotaxime is typically in a solid state at room temperature. When prepared for pharmaceutical use, it is often presented as a powder meant to be dissolved or suspended before administration.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
700.00
Boiling point (Kelvin)
973.15
General information
Molecular weight
477.54g/mol
Molar mass
477.5360g/mol
Density
1.3295g/cm3
Appearence

Cefotaxime sodium appears as a white to slightly yellow crystalline powder. It is typically sterile, as it is used for injections, and must be kept under specific conditions to maintain its stability.

Comment on solubility

Solubility of Sodium (6R,7R)-3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

The solubility characteristics of sodium (6R,7R)-3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, with the chemical formula C16H16N5NaO7S2, exhibit a notable profile due to its intricate structure. Solubility can be influenced by several key factors:

  • Ionic Nature: The presence of sodium ions contributes to the compound's ability to dissolve in polar solvents, notably water.
  • Functional Groups: Functional groups such as acetoxymethyl and carboxylate enhance its interaction with water molecules, fostering solubility.
  • Hydrophobic Regions: The thienyl group introduces a hydrophobic component that may hinder solubility in nonpolar solvents.
  • pH Sensitivity: The solubility may vary with pH, indicating increased solubility in acidic or basic conditions depending on the ionization of functional groups.

In general, this compound is expected to exhibit good solubility in aqueous solutions owing to the sodium component and the polar nature of its functional groups. However, it may display lower solubility in organic solvents, making it essential for specific applications where solubility profiles must be optimized.

Interesting facts

Interesting Facts about Sodium (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

This compound is a fascinating example of medicinal chemistry, known for its potential pharmaceutical applications. It belongs to a family of compounds that are often investigated for their antimicrobial properties. Here are some intriguing aspects:

  • Synthetic Pathways: The synthesis of this compound involves multiple steps, including the incorporation of various functional groups and careful control of stereochemistry. This highlights the importance of planning in organic synthesis.
  • Structure Complexity: The bicyclic structure of this compound contributes to its biological activity, making it a subject of interest for drug design and development. Its thiazole and thienyl groups are particularly noteworthy for their roles in biological interactions.
  • Biological Relevance: The presence of the acetyl and thiazole moieties suggests that this compound may exhibit significant antimicrobial or antifungal activity, paving the way for possible therapeutic agents in the fight against resistant bacteria.
  • Drug Development: Researchers often look for compounds like this one to serve as templates for new drugs. Variations in the thiazole and thienyl components might lead to enhanced efficacy or reduced toxicity in potential pharmaceutical candidates.

The exploration of such compounds enriches our understanding of both chemistry and pharmacology, as they encapsulate the intricacies of molecular interactions and the intricate balance between structure and function. As noted by one chemist, "Every molecular structure tells a story, and understanding it can lead to groundbreaking advancements in health sciences."

In summary, the sodium salt of this complex molecule represents a rich area for research and development in the medical field, showcasing the interplay between synthetic chemistry and biomedical applications.