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Naproxen hydroxamic acid

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Identification
Molecular formula
C16H23NO3
CAS number
49642-48-0
IUPAC name
2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic acid
State
State

At room temperature, Naproxen hydroxamic acid is in a solid state. It can be granulated or powdered, usually stored in a dry, cool place to maintain stability and prevent degradation.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
275.35g/mol
Molar mass
275.3520g/mol
Density
1.0150g/cm3
Appearence

Naproxen hydroxamic acid is typically an off-white to pale yellow crystalline powder. It may appear slightly powdery and amorphous under certain conditions and tends to clump when exposed to moisture.

Comment on solubility

Solubility of 2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic acid

The solubility of 2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic acid is quite intriguing and can be influenced by various factors. Understanding its solubility behavior is crucial for applications in chemical synthesis and pharmaceuticals.

Factors influencing solubility:

  • Molecular Structure: The presence of the hydroxamic acid functional group contributes to potential solubility in polar solvents due to hydrogen bonding.
  • Hydrocarbon Chain: The long butoxy and propyl substituents may impart hydrophobic characteristics, possibly affecting solubility in water.
  • Temperature: Generally, increasing temperature tends to increase the solubility of organic compounds.
  • pH Levels: The ionization of the hydroxamic acid under different pH conditions can significantly alter its solubility profile.

It is noteworthy that organic compounds, such as this hydroxamic acid, often exhibit solubility in non-polar solvents, while exhibiting limited solubility in water. Therefore, one might find this compound more soluble in organic solvents such as ethanol or acetone compared to aqueous solutions.

In practical applications, determining the solubility is essential for effective formulation and use of this compound in various fields, including medicinal chemistry and biochemistry.

Interesting facts

Interesting Facts about 2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic Acid

2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic acid is a fascinating compound that showcases the intricate relationships between structure and function in organic chemistry. This compound is a member of the hydroxamic acid family, which is characterized by the presence of the -C(=O)N(OH)- group. Below are some interesting insights into this unique compound:

  • Biological Significance: Hydroxamic acids are known for their ability to chelate metal ions, which makes them relevant in the fields of medicinal chemistry and biochemistry. They can influence enzymatic activities by interacting with metal-dependent enzymes.
  • Potential Therapeutic Uses: Due to their unique structural properties, compounds like 2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic acid are being studied for potential applications in drug development, particularly in anti-cancer therapies and treatments for neurodegenerative diseases.
  • Structure-Activity Relationship (SAR): The incorporation of the butoxy and propyl groups into the phenyl ring can significantly modify the compound's biological activity, making structure-activity relationship studies crucial for optimizing its efficacy as a drug candidate.
  • Synthetic Pathways: The synthesis of hydroxamic acids can often involve various reaction methodologies, ranging from direct amidation of carboxylic acids to more sophisticated multi-step synthetic routes, showcasing the versatility needed in organic synthesis.
  • Research Interest: Current research may involve not only its synthetic chemistry but also its mechanisms of action and biological interactions, making it a subject of interest for both chemists and pharmacologists.

In summary, 2-(4-butoxy-2-propyl-phenyl)ethanehydroxamic acid is a compound that epitomizes the confluence of organic synthesis and medicinal chemistry, holding promise for future research and applications.

Synonyms
BRN 2860779
DTXSID00165921
2-(4-Butoxyphenyl)-2-propylacetohydroxamic acid
DTXCID0088412
15560-25-5
Acetohydroxamic acid, 2-(4-butoxyphenyl)-2-propyl-