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Ceftriaxone

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Identification
Molecular formula
C18H18N8O7S3
CAS number
73384-59-5
IUPAC name
7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, Ceftriaxone is generally found in solid form as a crystalline powder. It is stable and requires protection from moisture.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.20
Boiling point (Celsius)
336.10
Boiling point (Kelvin)
609.30
General information
Molecular weight
554.58g/mol
Molar mass
554.5790g/mol
Density
1.4120g/cm3
Appearence

Ceftriaxone appears as a white to yellowish crystalline powder. It is typically available in sterile form for injection, owing to its use as an antibiotic. The compound is highly soluble in solvents like water and dimethyl sulfoxide.

Comment on solubility

Solubility of 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility characteristics of the compound C18H18N8O7S3 can be quite complex. Here are some key points to consider:

  • Polarity: This compound features multiple polar functional groups such as amino, carboxylic acid, and methoxyimino. This can enhance solubility in polar solvents, especially water.
  • Hydrogen Bonding: The presence of amino and carboxylic acid groups allows for substantial hydrogen bonding, which typically increases solubility in aqueous environments.
  • Solvent Interaction: It is likely more soluble in dimethyl sulfoxide (DMSO) and methanol, where strong dipole interactions can complement the compound's structure.
  • pH Sensitivity: The solubility may vary with pH due to the ionizable carboxylic acid group, which means it could be more soluble in acidic conditions.

In summary, while the solubility of C18H18N8O7S3 is significantly influenced by its complex structure, it is expected to have a reasonable solubility in polar organic solvents and water under appropriate conditions. As always, experimental verification is recommended to establish the precise solubility profile.

Interesting facts

Interesting Facts About 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This compound is a fascinating example of a complex molecule exhibiting potent biological activities. Here are some intriguing aspects:

  • Pharmaceutical Applications: This compound belongs to a class of antimicrobial agents and has been studied for its role in combatting resistant bacterial strains.
  • Molecular Complexity: Its intricate structure includes multiple functional groups such as thiazoles, methoxyimino, and tetrazoles, which contribute to its unique chemical behavior and interactions.
  • Mechanism of Action: This compound is associated with inhibiting bacterial cell wall synthesis, making it a critical subject of study for those interested in antibiotic development.
  • Research Potential: Given its diverse functional groups, chemists and biologists are keen to explore the compound's potential for derivatization and its resulting interaction profiles with biological targets.
  • Multifunctionality: Beyond antimicrobial properties, research suggests that the compound may have anti-inflammatory effects, which opens avenues for treating various inflammatory disorders.

In summary, 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid stands out not just for its structural complexity but also for its contributions to medicinal chemistry. The ongoing exploration of its properties could lead to advances in therapeutic strategies, enhancing the fight against bacterial infections and inflammatory diseases.

Synonyms
cefmenoxime
65085-01-0
AB 50912;SCE 1365;AB50912;SCE1365;AB-50912;SCE-1365
DTXSID80860806
(6r,7r)-7-(2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
66340-45-2
DB-054759
7-[2-(2-Amino-1,3-thiazol-4-yl)(methoxyimino)acetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid