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2-(2-phenyl-3-thienyl)ethanehydroxamic acid

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Identification
Molecular formula
C12H13NO2S
CAS number
101-97-3
IUPAC name
2-(2-phenyl-3-thienyl)ethanehydroxamic acid
State
State
At room temperature, 2-(2-phenyl-3-thienyl)ethanehydroxamic acid is generally a solid. It is stable under normal conditions.
Melting point (Celsius)
150.00
Melting point (Kelvin)
423.15
Boiling point (Celsius)
306.00
Boiling point (Kelvin)
579.15
General information
Molecular weight
221.30g/mol
Molar mass
221.2900g/mol
Density
1.3200g/cm3
Appearence

2-(2-phenyl-3-thienyl)ethanehydroxamic acid typically appears as a crystalline solid. It is often white to off-white in color.

Comment on solubility

Solubility of 2-(2-phenyl-3-thienyl)ethanehydroxamic acid

2-(2-phenyl-3-thienyl)ethanehydroxamic acid, with the chemical formula C12H13NO2S, exhibits unique solubility characteristics owing to its structural makeup. This compound is characterized by the presence of both hydrophobic (phenyl and thienyl groups) and hydrophilic (hydroxamic acid moiety) functional groups, which influences its solubility behavior in various solvents.

Solubility Factors

Factors affecting the solubility of this compound can be summarized as follows:

  • Hydrophobic Interactions: The phenyl and thienyl groups impart hydrophobic characteristics, making the compound less soluble in polar solvents such as water.
  • Hydrophilic Functional Group: The hydroxamic acid part can form hydrogen bonds, enhancing solubility in polar environments to some extent.
  • pH Sensitivity: The solubility can be influenced by the pH of the solution, as hydroxamic acids can deprotonate, affecting their solubility profile.

Expected Solubility

In general, one might expect 2-(2-phenyl-3-thienyl)ethanehydroxamic acid to be:

  • Soluble in organic solvents like ethanol or dimethyl sulfoxide (DMSO)
  • Partially soluble in polar protic solvents depending on functional group interactions
  • Relatively insoluble in water due to its hydrophobic characteristics

In summary, the solubility of 2-(2-phenyl-3-thienyl)ethanehydroxamic acid is a complex interplay between hydrophilic and hydrophobic properties, making it crucial to consider solvent choice and environmental conditions when working with this compound.

Interesting facts

Interesting Facts about 2-(2-phenyl-3-thienyl)ethanehydroxamic acid

2-(2-phenyl-3-thienyl)ethanehydroxamic acid is a fascinating compound that showcases the intricacies of organic chemistry, particularly in the realm of bioactive molecules. Here are some compelling insights regarding this compound:

  • Hydroxamic Acid Derivative: This compound belongs to the hydroxamic acid family, which is well-known for its ability to act as enzyme inhibitors. Hydroxamic acids bind to metal ions in the active sites of enzymes, disrupting their function and making them important in medicinal chemistry.
  • Thienyl Group Influence: The incorporation of the thienyl group, derived from thiophene, endows the molecule with unique electronic properties. Thiophene rings are known for their planarity and ability to participate in π-π stacking interactions, which can enhance binding affinity in biological settings.
  • Potential Applications: Compounds like 2-(2-phenyl-3-thienyl)ethanehydroxamic acid may have potential uses in pharmaceuticals, particularly in the development of new therapies targeting diseases such as cancer or bacterial infections, where enzyme inhibition is crucial.
  • Safety and Toxicology: Understanding the safety profile of this compound is vital. Conducting rigorous toxicological evaluations can provide insights into its viability as a therapeutic agent.
  • Research and Development: This compound serves as an excellent starting point for synthetic chemists to develop analogs with improved properties, thus paving the way for novel drug discovery.

In conclusion, 2-(2-phenyl-3-thienyl)ethanehydroxamic acid exemplifies how small variations in molecular structure can lead to significant differences in biological activity. Its unique composition not only opens doors for scientific inquiry but also inspires future innovations in drug development.

Synonyms
SMR000024888
MLS000090278
N-hydroxy-2-(2-phenylthien-3-yl)acetamide
HDInhib_000071
N-hydroxy-2-(2-phenylthiophen-3-yl)acetamide
cid_3786
CBDivE_012397
SCHEMBL5611061
CHEMBL1525442
BDBM53693
HMS2168F23
HMS3309F08
2-(2-phenyl-3-thienyl)ethanehydroxamic acid
N-hydroxy-2-(2-phenyl-3-thiophenyl)acetamide
N-oxidanyl-2-(2-phenylthiophen-3-yl)ethanamide