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Ceftazidime

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Identification
Molecular formula
C22H22N6O7S2
CAS number
78439-06-2
IUPAC name
7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

Ceftazidime, at room temperature, is in a solid state as a crystalline powder. It is generally intended for reconstitution with water or other suitable solvents for medicinal use. Once dissolved, it is administered in liquid form as an injectable solution.

Melting point (Celsius)
292.00
Melting point (Kelvin)
565.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
545.58g/mol
Molar mass
545.5840g/mol
Density
1.6320g/cm3
Appearence

Ceftazidime typically appears as a white to cream-colored crystalline powder. It is often odorless. The powder is intended for dissolution in a suitable aqueous solution before administration, commonly in pharmaceutical preparations.

Comment on solubility

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

The solubility of the compound with the chemical formula C22H22N6O7S2 presents a nuanced interplay of structural features that influence its behavior in various solvents. Here are some key points regarding its solubility:

  • Polarity: The presence of multiple functional groups, such as amino and carboxylic acid, indicates that this compound has polar characteristics. This polarity suggests that it will display varying degrees of solubility in polar solvents like water.
  • Ionization: The carboxylic acid group can ionize in acidic or neutral pH conditions, which could enhance its solubility in aqueous solutions, as ions typically have better solubility.
  • Hydrophobic Regions: The presence of a thiazole ring and a pyrrolidine moiety introduces hydrophobic characteristics, which may reduce overall solubility in polar solvents while potentially improving miscibility in organic solvents.
  • Temperature Effects: Solubility can also be temperature-dependent; increasing the temperature may improve solubility for this compound, particularly in organic solvents where hydrophobic interactions can be mitigated.

In summary, while this compound is likely to exhibit solubility in various polar solvents due to its functional groups, the specific solubility can vary significantly based on pH, temperature, and the nature of the solvent used. Understanding these factors is crucial for practical applications where solubility plays a key role.

Interesting facts

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

This intricate compound showcases the fascinating intersection of organic chemistry and medicinal applications. It belongs to the class of thiazole derivatives, which are known for their diverse biological activities.

Key Features:

  • Medicinal Potential: The structure suggests it could serve as an antimicrobial agent, with components conducive to attacking bacterial cell walls.
  • Novel Structure: Featuring a bicyclic framework, this compound offers a unique conformational landscape that can be critical in drug design.
  • Amine Group Contribution: The presence of the 2-aminothiazol moiety enhances its solubility and penetration through biological membranes, enabling better absorption.
  • Pyrrolidinium Element: The incorporation of the methylpyrrolidin group implies potential for increased interaction with biological receptors, possibly improving therapeutic efficacy.

As scientists continue to study this compound, insights into how its specific structural components influence biochemical activity will be invaluable in the development of novel pharmaceuticals. Keeping in mind the intricate challenges associated with synthesis and characterization, this compound exemplifies the complexity and beauty of chemical research.

In words of a well-known chemist, “The most beautiful aspect of chemistry is that it combines art and science, where each compound tells a story waiting to be unveiled.” This compound is indeed a canvas of possibilities.

Synonyms
Cefepime-13C-d3
88376-58-3
7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Cefepime hydrochloride
SCHEMBL13960118
DTXSID50859565
1-({7-[2-(2-Amino-1,3-thiazol-4-yl)(methoxyimino)acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl}methyl)-1-methylpyrrolidin-1-ium