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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
64485-93-4
IUPAC name
[2-[[7-[[2-(2-aminooxazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[2-(4-methylthiazol-5-yl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]oxy]-2-oxo-ethyl] 2,2-dimethylpropanoate
State
State

At room temperature, cefotaxime is in a solid state. It is stable under recommended storage conditions, which involve keeping it in a sealed container to prevent exposure to moisture.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
647.20
Boiling point (Kelvin)
920.35
General information
Molecular weight
455.45g/mol
Molar mass
455.4520g/mol
Density
1.4400g/cm3
Appearence

Cefotaxime appears as a white to pale yellow crystalline powder. It is a third-generation cephalosporin antibiotic and is used in its sodium salt form for medical applications. The powder tends to absorb moisture and should be stored in a dry environment.

Comment on solubility

Solubility of 2-[[7-[[2-(2-aminooxazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[2-(4-methylthiazol-5-yl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]oxy]-2-oxo-ethyl] 2,2-dimethylpropanoate (C16H17N5O7S2)

The solubility of this compound is a complex topic that can be influenced by a range of factors. Here are key points to consider regarding its solubility:

  • Polarity: The presence of functional groups such as amino, methoxy, and thiazole can contribute to the overall polarity of the molecule, potentially enhancing its solubility in polar solvents.
  • Hydrogen bonding: This compound contains several carbonyl and amino groups, suggesting a capacity for hydrogen bonding. Such interactions can improve solubility in water and other polar solvents.
  • Molecular weight: With a molecular weight of 393.46 g/mol, this compound's greater size could limit its solubility in some organic solvents, leading to lower solubility overall.
  • pH sensitivity: The solubility might vary significantly with changes in pH, especially due to the amino group that can become protonated in more acidic conditions.

In practice, one might find that this compound has limited solubility in nonpolar solvents while showing moderate solubility in polar solvents like water or alcohols. Testing under specific conditions is essential to determine its practical applications and bioavailability.

Interesting facts

Interesting Facts about 2-[[7-[[2-(2-aminooxazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[2-(4-methylthiazol-5-yl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]oxy]-2-oxo-ethyl] 2,2-dimethylpropanoate

This compound, with its intricate structure and significant potential, represents a fascinating area of study within medicinal chemistry and pharmacology. Here are several noteworthy aspects:

  • Complex Structure: The compound is characterized by numerous functional groups, including oxazole, thiazole, and a bicyclic core, which contribute to its molecular complexity and potential reactivity.
  • Biological Activity: Research has indicated that compounds of this nature may exhibit antimicrobial properties, making them significant in the development of new antibiotics.
  • Mechanism of Action: The presence of multiple nitrogen and sulfur atoms suggests that this compound may interact with biological macromolecules in unique ways, offering insights into how similar compounds can be designed to target specific pathogens.
  • Design and Synthesis: The synthesis of such multi-component compounds provides an opportunity to explore advanced methods in organic chemistry, utilizing techniques such as combinatorial chemistry and parallel synthesis.
  • Research Applications: Beyond its antimicrobial potential, compounds like this one are often studied for their role in targeting cancer cells, thanks to their ability to disrupt cellular processes.

In the words of a renowned chemist, "Understanding the relationship between structure and function is key to unlocking the mysteries of medicinal chemistry." This compound exemplifies that philosophy, bridging the gap between theoretical knowledge and practical applications.

Moreover, ongoing studies and modifications to the compound's structure can lead to enhanced potency or reduced side effects, showcasing the importance of structure-activity relationship (SAR) analyses in drug development.

Overall, this compound stands as a testament to the endless possibilities that lie within the realm of chemical science, encouraging further exploration and understanding of its potential therapeutic benefits.

Synonyms
cefditoren (stereochemistry undefined)
Q13024937