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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-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, Ceftriaxone is typically in a solid-state as a crystalline powder.

Melting point (Celsius)
296.00
Melting point (Kelvin)
569.15
Boiling point (Celsius)
465.15
Boiling point (Kelvin)
738.30
General information
Molecular weight
554.58g/mol
Molar mass
554.5790g/mol
Density
1.2905g/cm3
Appearence

Ceftriaxone is usually a white to yellowish crystalline powder. It is functional and distinct in its nature as a third-generation cephalosporin antibiotic.

Comment on solubility

Solubility of 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C18H18N8O7S3)

The solubility of this complex compound can be influenced by various factors, including its molecular structure and functional groups. Key points to consider are:

  • Polar groups: The presence of amino (-NH2) and carboxylic acid (-COOH) groups often enhances solubility in polar solvents, especially water.
  • Hydrophobic regions: The hydrophobic parts of the molecule can lead to lower solubility in aqueous environments, creating a balance between hydrophilic and hydrophobic interactions.
  • pH dependency: The solubility may vary significantly with changes in pH, particularly for compounds containing acidic or basic functional groups.
  • Interactions with solvent: Solvent-solute interactions can heavily influence solubility; for example, this compound may exhibit better solubility in organic solvents than in water due to its intricate structure.

In summary, while the overall solubility of this compound may be moderate to low in water, it can exhibit enhanced solubility in specific organic solvents. Understanding its solubility profile is crucial for its applications in pharmaceuticals and chemical processes.

Interesting facts

Interesting Facts about 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This compound is a unique member of the class of antibiotics and has garnered attention for its intricate structure and potential pharmacological properties. Here are some fascinating aspects:

  • Structural Complexity: The compound features a bicyclic framework, significant for its ability to interact with biological systems. The presence of a thiazole ring and a triazine moiety adds to its medicinal potential, enabling it to interact with various enzymatic pathways.
  • Mechanism of Action: It is believed that this compound operates through inhibition of specific bacterial enzymes, making it an essential candidate for combating resistant bacterial strains. The mechanism of action can involve disrupting critical processes such as cell wall synthesis or protein synthesis.
  • Potential Therapeutic Applications: Due to its structural features, there’s high interest in its efficacy against a range of pathogens. Studies suggest it may be effective against both gram-positive and gram-negative bacteria, which is crucial in the ongoing battle against antibiotic resistance.
  • Chemical Diversity: The presence of multiple functional groups, such as amino, thiol, and methoxyimino, allows for a wide array of chemical modifications, enhancing its potential for creating derivatives with improved activity or reduced toxicity.
  • Historical Significance: The development of this compound reflects a broader historical effort in medicinal chemistry to synthesize complex molecules with targeted biological effects. This endeavor is vital in finding novel treatments for infectious diseases.

As scientists continue to explore this compound, it's clear that understanding its multifaceted nature is critical not only for the advancement of medicinal chemistry but also for the overall improvement of therapeutic strategies against challenging microbial infections.

Synonyms
ceftriaxone
CEFTRIAXONE SODIUM
73384-59-5
SCHEMBL5594993
CHEMBL1741130
DTXSID60860960
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
NS00077528
NS00096425
7-[2-(2-Amino-1,3-thiazol-4-yl)(methoxyimino)acetamido]-3-{[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid