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Ceftriaxone

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Identification
Molecular formula
C18H18N8O7S3
CAS number
73384-59-5
IUPAC name
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(5-oxo-2H-oxadiazol-3-ium-3-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, ceftriaxone is a solid. It is commonly formulated into a powder for reconstitution in water or saline to be used as an injectable antibiotic.

Melting point (Celsius)
191.50
Melting point (Kelvin)
464.65
Boiling point (Celsius)
542.00
Boiling point (Kelvin)
815.15
General information
Molecular weight
554.58g/mol
Molar mass
554.5800g/mol
Density
1.7900g/cm3
Appearence

Ceftriaxone appears as a light yellow to yellow crystalline powder. It is slightly hygroscopic and typically supplied as a sodium salt for clinical use.

Comment on solubility

Solubility of 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(5-oxo-2H-oxadiazol-3-ium-3-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility of this complex chemical compound is influenced by various factors, including its molecular structure and the presence of functional groups. Here are some key points to consider:

  • Polarity: The presence of multiple functional groups, such as thiadiazole and oxadiazole, often increases polarity, which can enhance solubility in polar solvents like water.
  • Aromaticity: The bicyclic structure may affect how the compound interacts with solvents. Features like planarity can contribute to less solubility in less polar organic solvents.
  • Hydrogen Bonding: The existence of carboxylic acid functional groups can engage in hydrogen bonding, potentially enhancing solubility in aqueous environments.
  • pH Sensitivity: As a carboxylic acid, solubility might vary significantly with changes in pH, as deprotonation can lead to greater solubility due to increased ionic character.

In conclusion, while this compound may exhibit varying solubility depending on environmental conditions such as pH and solvent type, the presence of polar and interactive groups suggests a tendency towards enhanced solubility in polar solvents. However, this solubility behavior certainly warrants experimental validation under specific conditions to gain precise insights.

Interesting facts

Interesting Facts about 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(5-oxo-2H-oxadiazol-3-ium-3-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This compound, known for its intricate structure and diverse functional groups, belongs to a class of chemical compounds that have captured the attention of chemists due to their potential applications in medicinal chemistry. Here are some intriguing aspects of this compound:

  • Synthetic Versatility: The various functional groups present, such as the thiadiazole and oxadiazole moieties, not only add complexity to its structure but also offer potential for unique reactivity and synthesis pathways that can be harnessed in the design of new pharmaceuticals.
  • Biological Activity: Compounds that contain thiadiazole and oxadiazole rings have been reported to exhibit a range of biological activities, including antimicrobial and anti-inflammatory properties. This makes them valuable in the development of new therapeutics.
  • Multi-Target Activity: The intricate configuration of this compound indicates that it may interact with multiple biological targets, a feature that is often sought after in drug design for enhancing efficacy and reducing resistance in microbial applications.
  • Cycloalkane Framework: The bicyclic structure of this compound could facilitate unique interactions with biological macromolecules, potentially leading to high specificity in drug action, which is a significant consideration in medicinal chemistry.
  • Research Potential: With ongoing research in the field of chemical biology, compounds like this one pave the way for new avenues of investigation, including their role in drug development and the mechanisms of action underlying their biological effects.

In summary, the compound's diverse chemical structure and potential biological applications make it a fascinating subject in the field of chemistry. As scientists continue to explore its properties, it may shed new light on the quest for innovative therapeutic agents.