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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
3-[2-(aminomethyleneamino)ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
State
State

Cefotaxime is a solid compound at room temperature. It is typically supplied as its sodium salt form, which can be reconstituted as a solution for injection. In its solid form, it is stable under ambient conditions but should be protected from light due to slight susceptibility to degradation.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.00
Boiling point (Celsius)
1 000.00
Boiling point (Kelvin)
1 273.00
General information
Molecular weight
455.50g/mol
Molar mass
455.4980g/mol
Density
1.3000g/cm3
Appearence

Cefotaxime appears as a white to slightly yellow crystalline powder. It is sparingly soluble in water, slightly soluble in methanol and practically insoluble in most organic solvents.

Comment on solubility

Solubility Profile of 3-[2-(aminomethyleneamino)ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

This compound, with the chemical formula C16H17N5O7S2, exhibits complex solubility characteristics that are influenced by its multifaceted chemical structure. The presence of multiple functional groups, including amino, hydroxyl, carboxylic acid, and thioether groups, significantly impacts its solubility in various solvents.

Factors Influencing Solubility:

  • Polarity: The hydroxyl and carboxylic acid functionalities enhance the polarity of the molecule, making it more soluble in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvents contributes to increased solubility in aqueous environments.
  • Hydrophobic Regions: In contrast, certain hydrophobic segments within the structure may hinder solubility in non-polar solvents, creating a dual solubility profile.

As a result, this compound is likely to be soluble in water, particularly at lower temperatures, while showing limited solubility in organic solvents such as hexane or benzene. Additionally, considerations of pH can further modify solubility rates, especially due to the presence of acidic and basic sites.

In summary, the solubility behavior of this compound can be described as:

  1. Moderately soluble in polar solvents (e.g., water)
  2. Poorly soluble in non-polar solvents (e.g., hexane)

This highlights the importance of understanding how structural components dictate solubility, which is crucial for applications in pharmaceuticals and biochemistry.

Interesting facts

Interesting Facts about 3-[2-(aminomethyleneamino)ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

This fascinating compound, often referred to in a more abbreviated form in scientific literature, belongs to a class of molecules that possess unique structural and functional attributes. Here are some captivating aspects of this compound:

  • Structural Complexity: The compound features a bicyclic framework, which is significant for its potential biological activity. The specific orientation of the rings can influence the way it interacts with biological targets.
  • Functional Groups: It contains several functional groups, including aminomethylene and hydroxy, which are crucial for its chemical reactivity and ability to form hydrogen bonds, enhancing its potential as a therapeutic agent.
  • Biological Importance: Compounds with similar structures are often investigated for their antimicrobial, antiviral, and anticancer properties. This raises interesting questions about its potential applications in medicine.
  • Interaction Potential: The presence of a sulfanyl group is particularly noteworthy, as sulfur-containing compounds can exhibit various biological activities. They can act as modulators for different biochemical pathways.
  • Research Applications: Chemists and pharmacologists are continuously exploring the interactions of such compounds with proteins and enzymes to develop novel pharmaceuticals. Its complex structure could lead to unique mechanisms of action.

As a chemistry student delving into the world of organic compounds, studying such intricate molecules inspires a deeper appreciation for the subtleties of chemical structure and its correlation to biological function. Remember the words of *Richard Smalley*, "We are all made of star stuff," and every molecule, no matter how complex, tells a story of our universe’s chemical heritage.

Synonyms
SCHEMBL10033978
STL451050
AKOS015950834
DB-014825
6-(1-hydroxyethyl)-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid