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3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid

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Identification
Molecular formula
C15H17N1O4S1
CAS number
565340-92-4
IUPAC name
3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid
State
State

At room temperature, 3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid exists as a solid. It remains stable under normal conditions and can be handled with standard laboratory precautions. It does not volatilize and is generally stable when stored in a cool, dry place away from light exposure.

Melting point (Celsius)
228.00
Melting point (Kelvin)
501.15
Boiling point (Celsius)
469.20
Boiling point (Kelvin)
742.35
General information
Molecular weight
305.37g/mol
Molar mass
305.3440g/mol
Density
1.3300g/cm3
Appearence

3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid typically appears as a white to off-white crystalline powder. It is usually odorless and may display slight solubility in water, forming a clear solution when dissolved. The compound's crystalline structure can be characterized under a microscope, revealing distinct crystalline forms aligned in patterns typical for organic crystalline solids.

Comment on solubility

Solubility of 3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid

3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid (C15H17N1O4S1) presents interesting characteristics regarding its solubility. This compound, characterized by the presence of both hydrophobic and hydrophilic functional groups, can exhibit varied solubility in different solvents:

  • Water Solubility: The hydroxamic acid group may enhance its solubility in polar solvents like water, although the extent can be influenced by the molecular interactions.
  • Organic Solvents: Due to the aromatic sulfonamide and other carbon-containing groups, 3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid may also dissolve well in organic solvents such as ethanol and methanol.
  • Influence of pH: The solubility can be pH-dependent, where changes in acidity may affect the ionization state of the hydroxamic acid group, thus influencing solubility.

In summary, the solubility of 3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid can be summarized as follows:

  1. **Varies with solvent type.
  2. **May have increased solubility in polar solvents (e.g., water).
  3. **Potentially higher solubility in organic solvents due to hydrophobic interactions.
  4. **Can be affected by changes in pH.

Understanding the solubility of this compound is critical for its practical applications, particularly in pharmaceutical formulations and chemical analysis.

Interesting facts

Interesting Facts about 3-[4-(Benzenesulfonamido)phenyl]propanehydroxamic Acid

This compound, known for its unique structure and potential biological activities, plays a significant role in the field of medicinal chemistry. Here are some engaging insights about 3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid:

  • Biological Relevance: This compound is a hydroxamic acid derivative, which often exhibits biological activity. Hydroxamic acids can act as inhibitors of various enzymes, particularly metalloproteinases, making them valuable in drug development.
  • Structure-Activity Relationship (SAR): The presence of the benzenesulfonamide group is crucial as it interacts with biological targets. Understanding how modifications affect activity can lead to the design of more effective pharmaceuticals.
  • Potential Therapeutic Applications: Compounds like this one are being investigated for their anti-cancer properties, acting as inhibitors in cancer progression by targeting specific pathways involved in tumor growth and metastasis.
  • Research Focus: A considerable amount of research is dedicated to exploring the mechanisms of action of hydroxamic acid derivatives. These studies are essential for the development of new and improved therapeutics.
  • Multi-Functional Properties: Beyond medicinal uses, compounds of this nature may also have applications in materials science and catalysis, showcasing their versatility in various fields of research.

In conclusion, 3-[4-(benzenesulfonamido)phenyl]propanehydroxamic acid serves as a fascinating example of how organic compounds can bridge the gap between chemistry and medicine. Its unique attributes and potential applications continue to inspire further scientific exploration and innovation.

Synonyms
CHEMBL98346
HDInhib_000023
SCHEMBL2692273
BDBM50105684
US8796330, 38
N-hydroxy-3-(4-(phenylsulfonamido)phenyl)propanamide
3-(4-Benzenesulfonylamino-phenyl)-N-hydroxy-propionamide