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Cefotaxime

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

Cefotaxime is generally handled in its powdered form, but preparations for injections are typically made as solutions. As a powder, it is solid at room temperature.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
192.00
Boiling point (Kelvin)
465.15
General information
Molecular weight
455.46g/mol
Molar mass
455.4600g/mol
Density
1.3000g/cm3
Appearence

Cefotaxime typically appears as a white to slightly yellow crystalline powder. It is a cephalosporin antibiotic used to treat a wide variety of bacterial infections. The powder is soluble in water and has a slightly bitter taste.

Comment on solubility

Solubility of 7-[[2-(2-aminothiazol-4-yl)-4-carboxy-but-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C16H17N5O7S2)

The solubility of this compound can be quite complex and is influenced by several factors. Here are some key points to consider:

  • Polarity: The presence of multiple functional groups, including carboxylic acids, suggests a level of polarity that may enhance solubility in polar solvents, such as water.
  • Solvent Types: The solubility may vary significantly between organic solvents and aqueous environments, highlighting an important consideration for practical applications.
  • Temperature Effects: It is known that solubility often increases with temperature, implying that heating this compound in a suitable solvent could improve its solubility characteristics.
  • pH Sensitivity: Due to the presence of carboxylic groups, the solubility might also be affected by the pH of the solution, potentially leading to differing solubility profiles in acidic vs. basic conditions.

In conclusion, while the exact solubility of this compound is not specified, its structural features hint at a significant capacity to interact with various solvents, especially in the presence of water, thereby suggesting a level of solubility that could be further explored under specific experimental conditions.

Interesting facts

Interesting Facts about 7-[[2-(2-aminothiazol-4-yl)-4-carboxy-but-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This complex compound is a fascinating example of the intricate structures found in modern medicinal chemistry. It embodies a unique amalgamation of functional groups and cyclic structures, making it a subject of interest for both researchers and pharmaceutical developers.

Key Characteristics:

  • Diverse Functionalities: The presence of an aminothiazole moiety suggests potential biological activity, as thiazole derivatives are often associated with enriching pharmaceutical profiles.
  • Structural Complexity: Its bicyclic framework contributes to its stability and potentially enhances its interaction with biological targets, marking it as a candidate for developing new therapeutic agents.
  • Bioactivity Potential: Compounds structurally similar to this one are frequently explored for antibacterial and antiviral properties, which is critical in the ongoing battle against resistant pathogens.

Interestingly, the compound also highlights how medicinal chemists utilize structure-activity relationships (SAR) to design new drugs. By modifying certain parts of the molecule, scientists can enhance specificity and reduce toxicity. This compound specifically could serve as a building block for further synthesis offering insights into its behavior and efficacy.

As stated by renowned chemist, "The beauty of chemistry lies in the details—each atom plays a crucial role." This sentiment is especially true for this compound, where every element contributes to a complex interplay of interactions determining its potential as a therapeutic agent.

In summary, the structural complexity and potential bioactivity of this compound make it an intriguing subject for ongoing research and development in the field of medicinal chemistry. Scientists continue to be fascinated by how such compounds could lead to breakthroughs in treating diseases that challenge modern medicine.

Synonyms
97519-39-6
DTXSID10861149
ceftibuten (stereochemistry not defined)
7-{[2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
DB-057674
Q15709231
7-[2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid