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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, cefotaxime typically exists in a solid state as a crystalline powder. This form is most commonly used in the preparation of intravenous solutions for antibacterial treatments.

Melting point (Celsius)
163.00
Melting point (Kelvin)
436.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
455.49g/mol
Molar mass
455.4500g/mol
Density
1.3505g/cm3
Appearence

Cefotaxime is typically a white to slightly yellow crystalline powder. It is soluble in water, forming a colorless to faint yellow solution. The appearance of the compound can vary slightly depending on purity and form, but it is generally encountered as a fine powder in pharmaceutical formulations.

Comment on solubility

Solubility Characteristics of the Compound

The solubility of the compound 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C16H17N5O7S2) is influenced by its complex structure, which consists of multiple functional groups. These can significantly affect its interaction with solvents.

Factors Influencing Solubility

Several factors contribute to the solubility of this compound:

  • Polarity: The presence of amino, carboxylic, and imino functional groups enhances its overall polarity, which typically increases solubility in polar solvents like water.
  • Hydrogen Bonding: The ability to participate in hydrogen bonding due to the amino and carboxylic acid moieties may further improve its solubility in polar environments.
  • Size and Structure: The bulky bicyclic structure can hinder solubility in some solvents, requiring conditions like elevated temperatures or the use of co-solvents for better dissolution.
  • pH Sensitivity: Changes in pH can affect the ionization of the carboxylic acid group; thus, its solubility may vary in acidic versus neutral environments.

General Context

In general, it can be observed that compounds with diverse functional groups like this one are often:

  • More soluble in polar solvents due to their ability to form hydrogen bonds.
  • Less soluble in non-polar solvents due to their complex and bulky structures.

To conclude, while this compound likely exhibits enhanced solubility in polar solvents, specific experimental data would be required to ascertain its solubility characteristics in various solvents.

Interesting facts

Interesting Facts about 7-[[2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-thiazol-2-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 antibiotic with several interesting structural features and potential applications. Here are some compelling facts and insights from a scientific perspective:

  • Multi-Functional Moiety: The presence of both thiazole and oxo groups in its structure contributes to its biological activity, making it a potential candidate for antibiotic development.
  • Mechanism of Action: Its mechanism likely involves disrupting bacterial protein synthesis, demonstrating how structural variations can influence efficacy in combating infections.
  • Pediatric Applications: Compounds similar to this one are often studied for their suitability in treating infections in pediatric populations, particularly with increasing antibiotic resistance.
  • Research Potential: Ongoing research focuses on its relationship with various biological targets, which could lead to new therapeutic strategies against resistant strains of bacteria.
  • Structural Complexity: The intricate bicyclic structure of this compound presents intriguing challenges in synthetic chemistry, requiring innovative approaches to synthesis and modification.

In summary, this unique compound exemplifies the intersection of organic chemistry and medicinal applications. Its complexity not only makes it a subject of interest in chemical synthesis but also highlights the importance of continuing research into its potential therapeutic benefits. As stated by renowned chemists, "the molecular architecture dictates function," and in this case, the detailed structure paves the way for exciting discoveries in biomedical fields.

Synonyms
Cefodizime
69739-16-8
DTXSID60860905
BCP12000
7-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
DB-055334
HR 221; HR-221; HR221; S 771221; S-771221; S771221
7-[2-(2-Amino-1,3-thiazol-4-yl)(methoxyimino)acetamido]-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-[2-(2-AMINO-1,3-THIAZOL-4-YL)-2-(METHOXYIMINO)ACETAMIDO]-3-({[5-(CARBOXYMETHYL)-4-METHYL-1,3-THIAZOL-2-YL]SULFANYL}METHYL)-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID