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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-carboxylic acid
State
State

At room temperature, cefotaxime is generally in a solid state, appearing as a crystalline or powdery material suitable for pharmaceutical formulations.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
455.43g/mol
Molar mass
455.4310g/mol
Density
1.9500g/cm3
Appearence

Cefotaxime is generally a white or light yellow crystalline powder. It may appear as a crystalline substance or a powder depending on its preparation and storage conditions.

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-carboxylic acid

The solubility of this compound, C16H17N5O7S2, is influenced by various factors relating to its molecular structure and chemical properties. Potential insights into its solubility include:

  • Polarity: The presence of carboxylic acid and acetoxy functional groups suggests that the compound may have polar characteristics, which could enhance its solubility in aqueous environments.
  • Hydrogen Bonding: Ability to form hydrogen bonds due to functional groups can lead to increased solubility in polar solvents.
  • Solvent Interaction: Being a complex organic molecule, solubility may vary significantly in different solvents (e.g., water vs. organic solvents).
  • pH Dependence: As a carboxylic acid, its solubility may change with the pH of the solution, potentially becoming more soluble under acidic conditions.

To sum up, while this compound might exhibit a degree of solubility in water owing to its polar groups, specific experiments would be essential to ascertain the precise solubility profile across various solvents and conditions. Factors such as temperature and ionic strength of the solution can further complicate the solubility behavior, making comprehensive analysis key for understanding its solubility dynamics.

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-carboxylic acid

This compound represents a fascinating area of research within medicinal chemistry, particularly due to its unique structural features and potential biological activities. Here are some intriguing aspects:

  • Complex Structure: The compound showcases a bicyclic framework, specifically a 1-azabicyclo[4.2.0] structure, which is significant in medicinal chemistry for its ability to mimic natural products.
  • Thiazole and Thienyl Derivatives: The presence of sulfur in its thia group and thienyl ring enhances its potential as a pharmacophore. Such features often contribute to increased lipophilicity and interactions with biological molecules.
  • Potential Biological Activity: With the presence of an oxime and acetyl groups, this compound may possess interesting antibacterial or antifungal properties, making it a promising candidate for drug development.
  • Study of Acyclic and Cyclic Compounds: The compound provides a valuable opportunity for studying the effects of steric hindrance and electronic factors in cyclic versus acyclic analogs.

Overall, the compound's intricate design not only piques the interest of chemists but also underscores the potential of creative molecular architecture in developing novel therapeutics. As we explore compounds like this, we further our understanding of how slight modifications can significantly influence biological activities.

Quote from a Renowned Chemist: "The beauty of medicinal chemistry lies in the intricate dance between structure and function, where each atom plays a pivotal role." This resonates clearly when considering the implications of such compounds in drug discovery.

Synonyms
481649-28-9
3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SCHEMBL4319851
CHEMBL1161455
DTXSID30859301
STK177202
AKOS005410737
3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
NS00004680
EN300-270183
L000905
SR-01000315266
SR-01000315266-1
3-[(Acetyloxy)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid