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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
7-[[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-3-hydroxy-butanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

In its pure form, cefotaxime is a solid at room temperature. It is used in the pharmaceutical industry typically in powder form for solution for injection or infusion.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
455.45g/mol
Molar mass
455.4500g/mol
Density
1.3480g/cm3
Appearence

Cefotaxime appears as a white to slightly yellowish crystalline powder. It is generally provided in its sodium salt form for pharmaceutical use, which is highly soluble in water.

Comment on solubility

Solubility of 7-[[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-3-hydroxy-butanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C16H17N5O7S2)

When it comes to the solubility of the compound 7-[[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-3-hydroxy-butanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, several key aspects must be considered:

  • Polarity: The presence of diverse functional groups including amine, carboxylic acid, and thioether tends to enhance the overall polarity of the compound, which may favor solubility in polar solvents like water.
  • Hydrogen bonding: The molecule can participate in multiple hydrogen bonding due to its numerous -OH and -NH groups, which can significantly increase solubility in aqueous systems.
  • Solvent interactions: Experimental conditions, such as pH and temperature, may have a considerable effect on the solubility. For instance, altering the pH can modify the ionization state of acidic and basic groups, influencing solubility.
  • Crystallinity: The crystalline nature of the compound as opposed to an amorphous one can also affect solubility, where less crystalline structures may dissolve more readily.

To summarize, predicting the solubility of this complex compound requires careful analysis of its structural features and environmental conditions. As the character of solubility is often system-specific, direct experimental measurements are the most reliable means to determine how well this compound will dissolve in various solvents.

Interesting facts

Interesting Facts about 7-[[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-3-hydroxy-butanoyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

This fascinating compound is a member of a unique class of molecules that exhibit potent biological activities. The name itself reflects its complex structure, indicating an intricate interplay of various functional groups.

Structural Highlights

  • Amidic Linkages: The presence of piperazine derivatives highlights significant biological relevance, as many pharmaceutical agents utilize piperazine as a core component.
  • Tetrazole Group: The incorporation of a tetrazole ring is noteworthy because tetrazoles are often used in drug design due to their capability to mimic carboxylic acid functionality and enhance metabolic stability.
  • 5-Thia-1-azabicyclo Structure: The bicyclic framework contributes to the compound’s rigidity, which can affect its interaction with biological targets.

Biological Implications

Compounds of this nature are often studied for their potential therapeutic uses. The diverse array of functional groups suggests interactions with a variety of biological targets, making it a candidate for several applications:

  • Antimicrobial Properties: Some compounds in similar classes have displayed effective antimicrobial activities.
  • Anticancer Mechanisms: The structural features may allow it to interfere with cancer cell proliferation.
  • Enzyme Inhibition: The presence of specific moieties can enhance enzyme inhibitory effects, valuable in drug development.

Quote to Inspire

As often cited in the field of medicinal chemistry, "The design of new molecules always demands a balance between creativity and scientific principles."

In conclusion, the complexity and diversity of functionalities within this compound not only offer insights into its potential biological roles but also exemplify the challenges faced in the realm of molecular design and synthesis.

Synonyms
SCHEMBL49834
DTXSID00868405
DB-056096
G92427
7-{[N-(4-Ethyl-2,3-dioxopiperazine-1-carbonyl)threonyl]amino}-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid