Skip to main content

Cefotaxime

ADVERTISEMENT
Identification
Molecular formula
C16H17N5O7S1
CAS number
63527-52-6
IUPAC name
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 6-[(2-amino-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
State
State

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

Melting point (Celsius)
163.00
Melting point (Kelvin)
436.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
455.45g/mol
Molar mass
455.4540g/mol
Density
1.3200g/cm3
Appearence

Cefotaxime appears as a white to slightly yellowish crystalline powder. It is soluble in water, but has limited solubility in alcohols and is practically insoluble in non-polar solvents such as chloroform and ether.

Comment on solubility

Solubility of (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 6-[(2-amino-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

The solubility of the compound with the formula C16H17N5O7S1 can be influenced by several factors, making it an interesting subject for exploration. Here are key points to consider:

  • Polarity: The presence of amine and carboxylate functionalities contributes to its polarity, typically enhancing its solubility in polar solvents like water and various alcohols.
  • Hydrogen Bonding: The ability to form hydrogen bonds due to the presence of both amino and carboxyl functional groups can facilitate dissolution in water.
  • Hydrophobic Interactions: The dimethyl and phenyl groups introduce hydrophobic characteristics, which may limit solubility in highly polar solvents.
  • pH Dependence: The solubility may vary significantly with changes in pH, as protonation or deprotonation of the amino or carboxylic groups can alter its solubility profile.

In summary, the solubility of this compound can be described as moderate to high in polar solvents, while it may show lower solubility in non-polar environments. As the saying goes, "like dissolves like," and this principle is key in predicting the solubility behavior of such intricate molecular structures.

Interesting facts

Interesting Facts about (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 6-[(2-amino-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

This compound, with its intricate structure, showcases the fascinating world of organic chemistry and pharmaceutical applications. Here are some compelling aspects of this molecule:

  • Complex Structure: The compound features a bicyclic system that is not only rare but also exhibits diverse chemical reactivity. This structural uniqueness can lead to novel pathways in synthetic chemistry.
  • Pharmacological Potential: Compounds like this one often belong to the class of biologically active molecules, making them prime candidates for drug development. They may exhibit properties beneficial for treating various ailments, particularly in the field of antibiotics or anticancer agents.
  • Functional Groups: The presence of multiple functional groups, including amino acids and dioxolane rings, contributes to a rich tapestry of interactions with biological macromolecules. This increases the compound's likelihood of binding to targets in biological systems.
  • Synthetic Challenges: The synthesis of such complex compounds provides an excellent challenge for chemists. It requires a keen understanding of reaction mechanisms and proper handling of various reagents to achieve the desired structure.
  • Research Opportunities: The complexity and potential of this compound open doors to extensive research. Chemists can explore structure-activity relationships, optimizing the compound for enhanced efficacy and reduced toxicity.

In summary, this compound presents an intriguing look into the synthesis, structure, and potential applications in medicinal chemistry, marking it as a significant subject of study in the chemical sciences.

Synonyms
KBT 1585 hydrochloride
DTXSID30861085
(5-Methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl 6-[2-amino(phenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate