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NPS-2143

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Identification
Molecular formula
C21H17NO4S
CAS number
1213924-93-1
IUPAC name
3-[4-[(4-phenylphenyl)sulfonylamino]phenyl]prop-2-ynehydroxamic acid
State
State

At room temperature, this compound is in a solid state, typically forming crystalline powders.

Melting point (Celsius)
238.00
Melting point (Kelvin)
511.00
Boiling point (Celsius)
605.50
Boiling point (Kelvin)
878.70
General information
Molecular weight
409.43g/mol
Molar mass
409.4500g/mol
Density
1.3400g/cm3
Appearence

The compound typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 3-[4-[(4-phenylphenyl)sulfonylamino]phenyl]prop-2-ynehydroxamic acid

The compound 3-[4-[(4-phenylphenyl)sulfonylamino]phenyl]prop-2-ynehydroxamic acid (C21H17NO4S) exhibits unique solubility characteristics that are crucial for various applications, particularly in medicinal and chemical research.

In general, the solubility of a compound can be influenced by several key factors:

  • Molecular Structure: The presence of multiple functional groups such as hydroxamic acid and sulfonamide can significantly affect solubility in various solvents.
  • Polarity: The overall polarity of the molecule plays a critical role, as polar compounds tend to dissolve well in polar solvents, while non-polar compounds are better suited for non-polar solvents.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvent molecules can enhance solubility, particularly in water.

Generally, hydroxamic acids are known for their moderate solubility in polar solvents due to the presence of the hydroxyl (-OH) group which can engage in hydrogen bonding. Therefore, we may anticipate that this compound is soluble to a certain extent in:

  • Water - Expect moderate solubility due to hydrogen bonding interactions.
  • Alcohols - Increased solubility is likely in ethanol or methanol due to their polar nature.
  • Dimethyl sulfoxide (DMSO) - Generally a good solvent for organic compounds.

However, it is essential to consider that the presence of bulky phenyl groups may lead to reduced solubility in non-polar solvents. In conclusion, while the specific solubility data may vary, the functional groups and overall structural characteristics suggest a favorable solubility profile in polar environments.

Interesting facts

Exploring 3-[4-[(4-phenylphenyl)sulfonylamino]phenyl]prop-2-ynehydroxamic acid

This intriguing compound, known as 3-[4-[(4-phenylphenyl)sulfonylamino]phenyl]prop-2-ynehydroxamic acid, is a fascinating example of how complex molecular structures contribute to unique properties and potential applications in various fields. Here are some notable facts about this compound:

  • Biomedical Significance: Hydroxamic acids have garnered attention in medicinal chemistry due to their ability to inhibit certain enzymes, particularly metalloproteinases. This feature makes them potential candidates for therapeutic agents in cancer treatment and other diseases.
  • Structure-Activity Relationship: The presence of both a hydroxamic acid functional group and a sulfonamide moiety suggests that subtle changes in structure could significantly influence biological activity, paving the way for extensive structure-activity relationship (SAR) studies.
  • Research Applications: Compounds like this one are essential in the study of protease inhibition, which could lead to advancements in understanding how we can regulate processes such as cell migration and tissue remodeling.
  • Synthetic Pathways: The synthetic routes to create such complex molecules often involve multi-step reactions, showcasing the ingenuity required in organic chemistry. These pathways can involve strategies such as coupling reactions and functional group transformations.
  • Cancer Research Connection: Interesting research has highlighted that compounds with similar hydroxamic acid structures can block the action of histone deacetylases (HDACs), which are linked to cancer progression. This opens doors for potential anti-cancer therapies using derivatives of this compound.

In the realm of organic and medicinal chemistry, compounds like 3-[4-[(4-phenylphenyl)sulfonylamino]phenyl]prop-2-ynehydroxamic acid are not just chemical entities; they represent the intricate relationship between molecular structure and biological function. As researchers continue to dissect and understand such compounds, the implications for drug design and therapeutic applications are profound.

Synonyms
HDInhib_000025
SCHEMBL5020687
CHEMBL3698507
BDBM128077
US8796330, 128