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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
(6S,7S)-3-(acetoxymethyl)-7-[(2-cyanoacetyl)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.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
455.45g/mol
Molar mass
455.4480g/mol
Density
1.4300g/cm3
Appearence

Cefotaxime appears as a white to slightly yellow crystalline powder. It is soluble in water and slightly soluble in methanol and ethanol.

Comment on solubility

Solubility of (6S,7S)-3-(acetoxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility of a compound can significantly influence its biological activity and therapeutic potential. In the case of (6S,7S)-3-(acetoxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, several key factors determine its solubility:

  • Polarity: The presence of hydroxyl and carboxyl functional groups tends to increase solubility in polar solvents like water.
  • Hydrogen Bonding: The ability of the compound to participate in hydrogen bonding further enhances solubility.
  • Solvent Compatibility: Polar solvents will likely dissolve this compound better than non-polar solvents.
  • pH Dependence: The solubility can be affected by pH, particularly due to acidic or basic functional groups that can ionize.

As a point of reference, it is often stated that “like dissolves like” which means that polar compounds dissolve well in polar solvents, while non-polar compounds prefer non-polar solvents.

Therefore, while specific solubility data for this compound might not be widely published, one can reasonably hypothesize that its solubility would be notable under conditions that favor the interaction of its functional groups with polar solvents.

Interesting facts

Interesting Facts about (6S,7S)-3-(acetoxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This intriguing compound belongs to a class of substances known for their multifaceted properties and applications. Here are some notable points about this chemical:

  • Structural Complexity: The compound features a unique bicyclic structure that embodies both thiazole and azabicyclo frameworks. This complexity often translates to intriguing biochemical behavior.
  • Biological Significance: Many compounds like this one have important roles in pharmaceuticals, particularly as antibiotics or in cancer treatment. Their ability to interact with biological systems makes them essential in medicinal chemistry.
  • Functional Groups: The presence of an acetoxymethyl group and a cyanoacetylamino moiety suggests that the compound may exhibit a wide range of reactivity, potentially leading to interesting derivatives with enhanced properties.
  • Mechanistic Insight: Compounds of this type often undergo complex reactions, which can involve mechanisms like nucleophilic attack or rearrangements, opening new pathways for synthetic chemists.
  • Potential for Drug Design: The unique combination of functional groups can be a key feature when designing new drugs, allowing researchers to target specific enzymes or receptors more effectively.

In the words of renowned chemist Linus Pauling, “Chemistry is the science of substances, their composition, structure, properties, and the changes they undergo.” This compound perfectly exemplifies how molecular structure directly influences functional outcomes.

As researchers continue to explore the myriad of potential applications for compounds like (6S,7S)-3-(acetoxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, we must appreciate the delicate balance between structural intricacy and chemical behavior.