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Cefuroxime axetil

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Identification
Molecular formula
C20H22N4O10S
CAS number
64544-07-6
IUPAC name
1-acetoxyethyl 3-(carbamoyloxymethyl)-7-[[2-(3-furyl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
State
State

At room temperature, cefuroxime axetil is in the solid state.

Melting point (Celsius)
188.00
Melting point (Kelvin)
461.15
Boiling point (Celsius)
335.80
Boiling point (Kelvin)
608.95
General information
Molecular weight
512.49g/mol
Molar mass
512.4930g/mol
Density
1.6400g/cm3
Appearence

Cefuroxime axetil is a white to off-white crystalline powder.

Comment on solubility

Solubility of 1-acetoxyethyl 3-(carbamoyloxymethyl)-7-[[2-(3-furyl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (C20H22N4O10S)

The solubility characteristics of this complex compound are intriguing, as they can be influenced by various factors such as temperature, pH, and the specific solvent used. Here are some key points regarding its solubility:

  • Polar Solvents: Compounds containing functional groups such as carboxylates and amides often show better solubility in polar solvents like water or dimethyl sulfoxide (DMSO) due to their ability to form hydrogen bonds.
  • Nonpolar Solvents: Conversely, this compound may have reduced solubility in nonpolar solvents like hexane, making it less favorable for extraction processes in such media.
  • pH Effects: Changes in pH can also alter the solubility of the compound—acidic or basic conditions might affect the ionization of functional groups, thus affecting solubility.
  • Temperature Influence: As with many compounds, an increase in temperature generally enhances solubility, facilitating dissolution by providing the necessary kinetic energy for solute-solvent interactions.

In summary, while comprehensive solubility data for this specific compound may be limited, its structural characteristics suggest significant solubility in polar solvents, with varying responses to pH and temperature changes. This makes thorough empirical testing crucial for determining its practical solubility in desired applications.

Interesting facts

Interesting Facts about 1-acetoxyethyl 3-(carbamoyloxymethyl)-7-[[2-(3-furyl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

This compound presents a fascinating case study for chemists and pharmacologists alike. Its intricate structure symbolizes the sophistication of modern medicinal chemistry where complex molecules are designed for targeted therapeutic purposes. Here are some key points to consider:

  • Structural Complexity: The compound features a bicyclic framework, which is characteristic of numerous biologically active molecules. This bicyclic nature can enhance biological activity due to its unique three-dimensional arrangement.
  • Functional Groups: With multiple functional groups such as acetoxy, carbamoyl, and carboxylate, this compound exhibits potential versatility in chemical reactivity and biological interactions.
  • Biological Activity: Compounds similar to this structure are often studied for their potential anti-infective, anti-cancer, or anti-inflammatory properties. The presence of a thiazolidine ring (noted for its sulfur atom) contributes to the bioavailability and pharmacological outcomes of such compounds.
  • Origin and Synthesis: The development of 1-acetoxyethyl derivatives is a domain of extensive research, showcasing how modifications to a parent structure can yield compounds with vastly different properties.
  • Research Applications: This compound could be a key player in investigating the mechanisms of action within biological systems. Understanding its interactions at the molecular level allows researchers to explore potential drug delivery systems or new synthetic pathways.

As a pivotal example of how chemistry intertwines with biology, 1-acetoxyethyl 3-(carbamoyloxymethyl)-7-[[2-(3-furyl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate not only represents current trends in pharmaceutical research but also poses intriguing questions for future studies. As you delve deeper into this compound, consider how could such structural modifications lead to enhanced therapeutic effects?