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Cloxacillin

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Identification
Molecular formula
C19H17ClN3O5S
CAS number
61-72-3
IUPAC name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
State
State

Cloxacillin is typically in a solid state at room temperature. It is most commonly encountered as a powder or crystalline solid, particularly in pharmaceutical preparations.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
435.54g/mol
Molar mass
435.5430g/mol
Density
1.8600g/cm3
Appearence

Cloxacillin is often observed as a white or almost white powder. As a pharmaceutical-grade compound, it can also be found in the form of crystalline powder, suitable for medical formulations. The appearance can vary slightly based on the form it is provided in, but it generally maintains a white to pale yellow hue.

Comment on solubility

Solubility of (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

The solubility of complex compounds such as (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid varies significantly depending on several factors. Here are some key points to consider:

  • Polarity: The presence of polar functional groups, such as carboxylic acids and sulfoamino links, suggests a higher likelihood of solubility in polar solvents, particularly in aqueous solutions.
  • Hydrogen Bonding: The ability to form hydrogen bonds, due to functional groups within the compound, can enhance solubility in water by stabilizing the solute-solvent interaction.
  • Structural Complexity: The bicyclic structure may impede solubility due to steric hindrances, which could affect how well the compound interacts with solvent molecules.

In summary, while one might anticipate some level of solubility in polar solvents due to the functional groups present in (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, the intricate structural features play a critical role. As a result, experiments would be necessary to empirically determine the exact solubility profile of this compound.

Interesting facts

Interesting Facts about (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

The compound known as (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is an intriguing member of the group of bicyclic compounds due to its unique structural properties.

Potential Applications

  • Pharmaceutical Relevance: This compound has potential applications in the pharmaceutical industry, making it significant for drug development.
  • Bacterial Inhibition: Its structural components suggest that it may exhibit antibacterial properties, contributing to the fight against antibiotic-resistant bacteria.
  • Anti-inflammatory Effects: Compounds of similar structures have been studied for anti-inflammatory effects, presenting a pathway for therapeutic uses.

Structural Highlights

One of the most fascinating aspects of this compound is its stereochemistry, particularly the presence of multiple chiral centers. This feature can lead to variations in biological activity, making stereoisomerism a critical consideration in its application:

  • Chirality: The (S) and (R) designations indicate the configuration of the chiral centers, which can dramatically affect how the compound interacts biologically.
  • Bicyclic Structure: The bicyclic framework not only contributes to the compound's stability but also influences its reactivity and interaction with biological targets.

Chemical Features

This compound exhibits noteworthy functional groups, such as:

  • Thioether functionality, which enhances its reactivity and can impact drug interactions.
  • A ketone group, related to its potential biological activity and interaction with enzymes.
  • The presence of a sulfoamino group, which could be responsible for enhancing solubility and biological efficacy.

In conclusion, (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-phenyl-2-(sulfoamino)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid stands out as a remarkable compound that combines complex structural characteristics with promising therapeutic potentials. Its ongoing research could pave the way for new treatment strategies in medicine.

Synonyms
SCHEMBL10741101