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3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid

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Identification
Molecular formula
C15H14N2O4S
CAS number
933700-95-3
IUPAC name
3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid
State
State

At room temperature, 3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid is typically found as a solid, indicating stability and compactness in its molecular structure. Its solid state makes it suitable for various applications and handling in laboratory settings.

Melting point (Celsius)
194.00
Melting point (Kelvin)
467.00
Boiling point (Celsius)
364.00
Boiling point (Kelvin)
637.00
General information
Molecular weight
307.34g/mol
Molar mass
307.3440g/mol
Density
1.3200g/cm3
Appearence

3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid appears as a solid at room temperature. It is a crystalline compound with a characteristic structural formula due to the presence of both an aromatic sulfonamide group and a hydroxamic acid group.

Comment on solubility

Solubility of 3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic Acid

The solubility of 3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid (C15H14N2O4S) is influenced by several factors. This compound, characterized by its unique structure that includes both hydroxamic and sulfonamido functional groups, displays variable solubility in different solvents.

Factors Affecting Solubility:

  • Polarity: The presence of polar hydroxamic acid and sulfonamide functionalities often increases solubility in polar solvents like water.
  • Hydrogen Bonding: The ability to form hydrogen bonds can enhance solubility in solvents that accept these interactions.
  • Hydrophobic Character: The aromatic rings contribute to a certain degree of hydrophobic characteristics which may affect its solubility in non-polar solvents.

Typically, compounds similar to this tend to be more soluble in organic solvents and might show limited solubility in water. In many cases, it is beneficial to refer to experimental data to establish precise solubility metrics.

In Summary:

The solubility behavior of this compound is a nuanced interplay of its functional groups and molecular structure. Understanding this is crucial for applications in fields such as medicinal chemistry, where solubility can significantly influence drug efficacy and pharmacokinetics.

Interesting facts

Interesting Facts about 3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid

3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid is a unique compound drawing attention in the field of medicinal chemistry. Here are some engaging insights about this compound:

  • Structural Diversity: This molecule showcases a remarkable structural diversity with a hydroxamic acid functional group, which is significant in drug design. The presence of both a sulfonamide and phenyl moiety contributes to its biological activity.
  • Biological Activity: Hydroxamic acids are well-known for their ability to inhibit certain enzymes, particularly metalloproteases. This feature makes compounds like this one of interest in therapeutic applications, such as cancer treatment and antibiotic development.
  • Synthesis Potential: The synthesis of such compounds often involves multiple steps, allowing for optimization and the introduction of various substitutions that can enhance efficacy against targeted biological pathways.
  • Research Significance: This compound has potential as a lead in drug discovery, given its structural characteristics. Researchers are keen to explore how modifications to its structure impact its pharmacological properties.

The complexity of 3-[4-(benzenesulfonamido)phenyl]prop-2-enehydroxamic acid not only illustrates the intricate nature of organic synthesis but also highlights the importance of interdisciplinary research in understanding and utilizing such compounds in modern medicine. As we probe deeper into its mechanisms of action, we may uncover new pathways to treatment and therapeutic approaches, emphasizing the exciting journey of chemical discovery.

Synonyms
3-(4-Benzenesulfonylaminophenyl)-N-hydroxyacrylamide
501682-75-3
DTXSID10274417
XPHVJIKSPLGZRT-UHFFFAOYSA-N
N-Hydroxy-3-[4-(benzenesulfonylamino)-phenyl]-2-propenamide