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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
64485-93-4
IUPAC name
3-(acetoxymethyl)-7-[[2-(diethylcarbamoylsulfanyl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State
Cefotaxime is commonly found as a powder and can be prepared as a solution. In its sodium salt form, it is stable and dissolves in water for intravenous administration.
Melting point (Celsius)
152.00
Melting point (Kelvin)
425.15
Boiling point (Celsius)
341.50
Boiling point (Kelvin)
614.65
General information
Molecular weight
455.47g/mol
Molar mass
455.4680g/mol
Density
1.4266g/cm3
Appearence
Cefotaxime sodium is typically a white to off-white crystalline powder.
Comment on solubility

Solubility of 3-(acetoxymethyl)-7-[[2-(diethylcarbamoylsulfanyl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility of 3-(acetoxymethyl)-7-[[2-(diethylcarbamoylsulfanyl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid can be influenced by various factors:

  • Polarity: The presence of functional groups such as -COOH (carboxylic acid) and -OCH3 (acetoxy) may contribute to the overall polarity of the compound, enhancing its solubility in polar solvents such as water.
  • Sulfanyl Group: The -S- (sulfanyl) component can also play a vital role in solubility, potentially making the compound more soluble in organic solvents.
  • Solvent Interaction: The efficacy of solubility will vary significantly depending on the solvent used, which can range from polar solvents like water to non-polar solvents like ether.

In general, compounds with diverse functional groups tend to exhibit variable solubility traits, leading to implications in pharmaceutical formulations and chemical applications. It is often observed that complex biological molecules exhibit enhanced solubility in biological fluids, promoting their absorption and activity.

Understanding the solubility of such a compound not only dictates its practical applications but also aids in the development of effective delivery systems for therapeutic purposes.

Interesting facts

Interesting Facts about 3-(acetoxymethyl)-7-[[2-(diethylcarbamoylsulfanyl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This compound, often recognized for its complex structure, is a member of the class of antibiotics known as thiazolidinones. These compounds exhibit a variety of biological activities that pique scientific interest.

Biological Significance

3-(acetoxymethyl)-7-[[2-(diethylcarbamoylsulfanyl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid has garnered attention due to its therapeutic potential. Key attributes include:

  • Antimicrobial Activity: The compound displays potent activity against a range of bacterial strains, which makes it a candidate for developing new antibiotics.
  • Mechanism of Action: Its unique structural features may facilitate innovative mechanisms of action, allowing it to overcome bacterial resistance.
  • Synergistic Effects: Research indicates that when combined with other agents, it may enhance the efficacy of existing treatments.

Chemical Structure Insights

The bicyclic structure of this compound is particularly fascinating. It allows for spatial conformations that impact interactions with biological targets. Some insights include:

  • Thiazolidinone Ring: Residing in the core of the molecule, it contributes to its antimicrobial properties.
  • Functional Groups: The presence of an acetoxymethyl group and carbamoylsulfanyl moiety enhances solubility and stability, which is crucial for its medicinal applications.

In summary, this compound represents an exciting frontier in medicinal chemistry, providing a platform for further research and potential therapeutic applications. As scientists continue to explore its properties, we may unlock new avenues for combating bacterial infections in an era of increasing antibiotic resistance.

Synonyms
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[[[(diethylamino)carbonyl]thio]acetyl]amino]-8-oxo-
3-(acetoxymethyl)-7-[[2-(diethylcarbamoylsulfanyl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid