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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
State
State

At room temperature, Cefotaxime exists as a solid, typically in powder form. It is designed for reconstitution with a solvent for intravenous or intramuscular injection, transitioning into a liquid state upon reconstitution.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
455.46g/mol
Molar mass
455.4590g/mol
Density
1.4500g/cm3
Appearence

Cefotaxime typically appears as a white to slightly yellowish crystalline powder. It is often supplied as a sodium salt form for better solubility.

Comment on solubility

Solubility of 3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (C16H17N5O7S2)

The solubility of 3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate is a complex matter influenced by several factors. Understanding its solubility can help determine its applications and behavior in various environments.

Factors Affecting Solubility:

  • Polarity: The presence of polar functional groups like acetoxymethyl and carboxylate may enhance solubility in polar solvents like water.
  • Structural Characteristics: The bicyclic structure can influence the molecule's ability to interact with solvents, potentially leading to unique solubility properties.
  • Intramolecular Interactions: Hydrogen bonding and steric hindrance may play significant roles in solubility, impacting how the compound associates in solution.

In summary, while this compound may exhibit solubility in polar solvents due to its functional groups, the exact extent of solubility will depend on the solvent, temperature, and specific interactions at play. As stated in solubility theory, "like dissolves like," making it crucial to consider the solvent's nature when evaluating the solubility of complex organic compounds like this one.

Interesting facts

Interesting Facts about 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 member of a class of organic molecules known for their diverse biological activities. As a derivative of bicyclic compounds, it showcases a unique structural feature that includes a bicyclo framework integrated with a thia and azabicyclo structure. Here are some engaging insights:

  • Antimicrobial Potential: Compounds possessing thia and azabicyclo rings are often researched for their potential as antimicrobial agents, which makes them valuable in pharmaceuticals. The incorporation of an acetyl moiety may enhance biological activity.
  • Specificity of Action: The unique structural attributes allow for specificity in targeting particular enzymes or receptors, thus minimizing side effects compared to broad-spectrum alternatives.
  • Synthesis Strategies: The synthetic pathways leading to such complex compounds often involve multi-step reactions, where chemists can employ various methodologies like cyclization and functional group transformations, honing their skills in organic synthesis.
  • Thienyl Influence: The thienyl group present in the compound adds a level of electronic richness that may influence the compound's reactivity and interactions in biological systems.
  • Research Applications: Due to its unique characteristics, this compound may be investigated not only for antimicrobial properties but also in areas such as anti-inflammatory and anti-cancer research, making it a compound of interest in medicinal chemistry.
  • Structure-Activity Relationship (SAR): Understanding the relationship between its molecular structure and biological activity enhances our ability to design more effective variants, paving the way for drug development.

In conclusion, 3-(acetoxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate exemplifies the intricate connections between chemistry and biology. Its potential applications in the fields of medicine and biochemistry make it not only a compound of interest but also a subject of ongoing research and discovery in the realm of chemical sciences.

Synonyms
3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
STK177203
AKOS000714926
AKOS022077491
AG-684/21187060