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Cefonicid

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Identification
Molecular formula
C18H18N6O8S3
CAS number
61270-58-4
IUPAC name
7-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
State
State

Cefonicid is typically found in a crystalline solid state at room temperature.

Melting point (Celsius)
0.00
Melting point (Kelvin)
273.15
Boiling point (Celsius)
695.00
Boiling point (Kelvin)
968.15
General information
Molecular weight
545.58g/mol
Molar mass
545.5800g/mol
Density
1.6700g/cm3
Appearence

Cefonicid is typically encountered as a white to off-white crystalline powder.

Comment on solubility

Solubility of 7-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

The solubility of the compound C18H18N6O8S3 presents intriguing properties that are worth considering.

Factors Influencing Solubility

Several factors play a significant role in determining the solubility of this complex chemical structure:

  • Polarity: The presence of functional groups like hydroxyl (-OH) and carboxylic acid (-COOH) enhances the polarity of the molecule, leading to increased solubility in polar solvents such as water.
  • Hydrogen Bonding: The compound can engage in hydrogen bonding due to the amino and hydroxyl groups, aiding in solubility in aqueous environments.
  • Steric Factors: The bulky bicyclic structure may create steric hindrance that affects how easily the compound can interact with solvent molecules.
  • pH Variation: The ionization of the carboxylic acid group at different pH levels can significantly impact solubility. In acidic conditions, it may remain protonated and less soluble, whereas in basic conditions, it could become ionized and more soluble.

Solubility Insights

In practical terms, this compound is likely soluble in:

  • Water: Due to its polar nature and ability to form hydrogen bonds.
  • Alcohols: Such as ethanol or methanol, where similar polar characteristics can enhance solubility.

However, its solubility in non-polar solvents like hexane is expected to be low due to the aforementioned structural and functional group considerations.

In summary, the solubility of C18H18N6O8S3 is a complex interplay of structural characteristics, functional group contributions, and environmental conditions, making it a compound of interest for further investigation in solubility studies.

Interesting facts

Interesting Facts about 7-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This compound is a fascinating example of a complex organic molecule, showcasing the intricacies of medicinal chemistry and structural biology.

Key Features

  • Pharmacological Potential: This compound is notable for its potential therapeutic applications, particularly in the realm of antimicrobial agents.
  • Structural Complexity: The bicyclic structure illustrates the harmonious combination of multiple functional groups, which often enhances biological activity.
  • Importance of Thiazole Ring: The presence of a thiazole moiety contributes to its reactivity and interaction with biological targets, making it a point of interest for drug design.
  • Amino Acid Derivative: The compound contains an amino acid derivative, highlighting the significance of amino acids in drug synthesis and their roles in biochemical processes.

Scientific Insights

In the context of modern chemistry, such compounds are often designed to mimic natural substrates or target specific enzymes in biological systems. As one researcher noted, “Understanding the intricacies of such compounds can lead to breakthroughs in developing new therapies.” This emphasizes the critical role structural diversity plays in the discovery of new pharmacophores.

Moreover, compounds like this one are often the result of extensive research and development, involving synthetic strategies aimed at enhancing their efficacy and reducing toxicity. The potential for modification allows chemists to explore a wide range of analogs, which can lead to significant advancements in medicinal chemistry.

In summary, 7-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid stands as a testament to the complexity and creativity found within chemical research, offering numerous avenues for exploration and discovery.

Synonyms
Cefprozil (E)-isomer
(Z)-Cefprozil
E Cefprozil
CEFPROZIL (Z)-ISOMER H0E054927UG/MG(AI)
CHEMBL3302259
DTXSID50861128
(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6S,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-8-oxo-3-((E)-prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
BCP31768
BCP31769
BHC17348
SDA67686
SB49075
Q27189574
7-[[2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-[2-Amino(4-hydroxyphenyl)acetamido]-8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-[2-amino-2-(4-hydroxyphenyl)acetamido]-8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid