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Cefixime

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Identification
Molecular formula
C16H15N5O7S2
CAS number
79350-37-1
IUPAC name
7-[[2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

At room temperature, Cefixime is a solid. It is typically available in the form of crystals or a crystalline powder.

Melting point (Celsius)
206.00
Melting point (Kelvin)
479.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
453.45g/mol
Molar mass
453.4490g/mol
Density
1.7000g/cm3
Appearence

Cefixime is usually a fine, off-white to pale yellow powder. It is characterized by its crystalline structure and slight odor specific to its chemical class.

Comment on solubility

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

The solubility of a chemical compound is crucial for its behavior and application in various settings. In the case of 7-[[2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (C16H15N5O7S2), we observe several factors influencing its solubility:

  • Functional Groups: The presence of carboxylic acid and amino groups greatly affects solubility. These groups can form strong interactions with polar solvents, increasing solubility.
  • Molecular Structure: The bicyclic and thiazole components may hinder solubility in non-polar solvents due to their rigidity and steric bulk.
  • Hydrophilicity vs. Hydrophobicity: The compound's overall charge and dipole moments will contribute to its affinity for water or organic solvents.
  • Temperature and pH: Solubility can also vary significantly with changes in these conditions, highlighting the need for context when discussing solubility.

In conclusion, while this compound shows potential for solubility in polar solvents due to its functional groups, its overall solubility characteristics will depend on a balance of the molecular structure, environmental conditions, and interactions with solvents. Understanding these nuances is essential for predicting the behavior of such compounds in practical applications.

Interesting facts

Interesting Facts about 7-[[2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This compound is a member of a class of molecules that exhibit unique structural features and biological activity, making it a subject of significant interest in medicinal chemistry. Below are some engaging facts:

  • Structural Complexity: The bicyclic structure of this compound, with its embedded thiazole and thia rings, contributes to its potential biological activity, influencing how it interacts with various biological targets.
  • Pharmacological Potential: Compounds of this nature are often explored for their antimicrobial properties, potentially serving as lead compounds for antibiotic development. The presence of amino and carboxylic acid groups suggests reactivity that may be leveraged in drug design.
  • Mechanism of Action: The unique dual functionality of the carboxymethoxyimino and acetamido groups may afford intricate mechanisms of action, akin to related compounds that inhibit bacterial cell wall synthesis.
  • Research and Development: Studies focusing on the synthesis and optimization of such compounds are crucial for advancing new therapeutic strategies against resistant pathogens. As stated in a recent study, "The design of synthetic routes and modification of bioactive scaffolds are foundational for drug discovery."

In summary, this compound exemplifies the intersection of organic chemistry and pharmacology, showing how complex structures can yield novel therapeutic agents. Its ongoing study could lead to new discoveries in the fight against infectious diseases.

Synonyms
CEFIXIME
79350-37-1
108691-83-4
Ytterbium(III) ionophore I
MFCD00865020
7-epi-Cefixime (Cefixime EP Impurity C)
DTXSID20861014
HMS3373G05
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2-amino-4-thiazolyl)[(carboxymethoxy)imino]acetyl]amino]-3-ethenyl-8-oxo-, [6R-[6a,7a(Z)]]-
SY077396
DB-056360
(6R,7R)-7-[(Z)-2-(2-Amino-4-thiazolyl)-2-[(carboxymethoxy)imino]acetamido]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
(7R)-7-((E)-2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)acetamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-[2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-{2-(2-Amino-1,3-thiazol-4-yl)[(carboxymethoxy)imino]acetamido}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid