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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
3-(acetoxymethyl)-7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, cefotaxime is in a solid state, appearing typically as a crystalline powder.

Melting point (Celsius)
161.00
Melting point (Kelvin)
434.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
455.45g/mol
Molar mass
455.4500g/mol
Density
1.4100g/cm3
Appearence

Cefotaxime is typically found as a crystalline powder. It is usually white to yellowish in color.

Comment on solubility

Solubility of 3-(acetoxymethyl)-7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C16H17N5O7S2)

The solubility of a chemical compound is a crucial property that influences its biological activity and application. For the compound 3-(acetoxymethyl)-7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, factors such as polarity, molecular structure, and interactions with solvents play a significant role in determining its solubility characteristics.

In general, the solubility can be discussed based on the following aspects:

  • Polarity: Compounds with polar functional groups tend to have higher solubility in polar solvents like water.
  • Molecular Weight: Larger molecular weight can lead to lower solubility due to increased steric hindrance.
  • Hydrogen Bonding: The presence of amino and carboxylic acid groups can facilitate hydrogen bonding with solvents, enhancing solubility.
  • Salt Formation: If the compound can form salts, its solubility in aqueous media may be significantly increased.

Based on the structure of this specific compound, it is anticipated that its solubility may exhibit:

  1. Moderate solubility in aqueous solutions, primarily due to the presence of carboxylic acid and amino groups.
  2. Potentially better solubility in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol, due to hydrophobic regions.

Overall, while the exact solubility data required empirical testing, the combination of its unique structure suggests a more favorable solubility profile in specific solvent systems. Understanding these nuances is essential for applications in pharmaceuticals and chemical synthesis.

Interesting facts

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

This compound is a fascinating example of a complex organic molecule that showcases the intricate interplay between structure and biological activity. Here are some intriguing aspects:

  • Classification: This compound belongs to a class of antibiotics known as thiazolyl β-lactam antibiotics, which can be particularly effective against a range of bacterial infections.
  • Mechanism of Action: The compound works by inhibiting bacterial cell wall synthesis, making it a potential subject of study for antibiotic resistance patterns. Compounds like this one can help researchers understand how to combat resistant strains.
  • Structural Complexity: Its unique bicyclic structure consisting of a thiazole ring and an azabicyclo framework exemplifies the diversity of chemical configurations possible within organic compounds. Such structures present numerous points for chemical modification, enhancing their therapeutic potential.
  • Research Potential: Scientists continue to explore the biological activities associated with this compound, including its potential use in treating various infections and its interaction with specific enzymes, paving the way for the development of novel therapeutic agents.
  • Drug Development: Due to its multiple functional groups, this compound serves as a valuable lead compound in pharmacological studies, where slight modifications can yield derivatives with improved efficacy or reduced side effects.
  • Pharmacophore Considerations: The identification of critical pharmacophoric features—such as the acetoxymethyl group and the aminothiazol moiety—provides insight into how active sites on bacterial enzymes interact with the compound, vital for designing new antibiotics.

As researchers continue to unravel the complexities of such compounds, it is clear that the intersection of chemistry and biology is essential in the ongoing fight against antibiotic-resistant bacteria. Each discovery provides an opportunity to innovate and rethink our approaches to treatment.


Synonyms
cefotaxime
63527-52-6
(E)-Cefotaxime
Cefotaxime (sodium salt)
Cefotaxim (sodium salt); HR-756 (sodium salt)
SCHEMBL1583477
CHEMBL4595304
DTXSID80860785
NCA52753
Q27166288
3-(acetyloxymethyl)-7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-[(Acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid