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Nitrofurantoin

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Identification
Molecular formula
C8H6Na2O8
CAS number
67-20-9
IUPAC name
2-[4,7-dimethoxy-5-(3-phenylprop-2-enoyl)benzofuran-6-yl]oxyethyl-dimethyl-ammonium;4-hydroxy-4-oxo-but-2-enoate
State
State

At room temperature, nitrofurantoin is typically found as a solid in its crystalline form. It is stable under normal conditions and does not sublimate or melt at low temperatures.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.20
Boiling point (Celsius)
315.10
Boiling point (Kelvin)
588.30
General information
Molecular weight
238.16g/mol
Molar mass
238.1560g/mol
Density
1.7305g/cm3
Appearence

Nitrofurantoin appears as a yellow, crystalline solid. It is not known for having any strong odor and can appear as a fine powder or small crystalline fragments.

Comment on solubility

Solubility of 2-[4,7-dimethoxy-5-(3-phenylprop-2-enoyl)benzofuran-6-yl]oxyethyl-dimethyl-ammonium;4-hydroxy-4-oxo-but-2-enoate

This compound showcases an interesting solubility profile that is influenced by various structural factors. Understanding its solubility is crucial for potential applications, and it typically can be characterized as follows:

  • Polarity: The presence of multiple functional groups, including dimethylammonium and methoxy moieties, provides significant polar characteristics. This contributes to a moderate water solubility.
  • Solvent Compatibility: The compound is expected to have enhanced solubility in organic solvents such as ethanol or dimethyl sulfoxide (DMSO) compared to water, due to its bulky aromatic structures.
  • Concentration Effects: Solubility may substantially vary with concentration. At higher concentrations, dimerization and aggregation may occur, impacting its effective solubility.
  • pH Dependency: The ionization state of the dimethylammonium group could also affect solubility, indicating a potential pH dependence in aqueous solutions.

In summary, the solubility of this compound can be described as moderately soluble in polar solvents but may show variability based on concentration and pH. It is essential to evaluate solubility through experimental methods to achieve an accurate understanding for practical applications.

Interesting facts

Interesting Facts about 2-[4,7-Dimethoxy-5-(3-phenylprop-2-enoyl)benzofuran-6-yl]oxyethyl-Dimethyl-Ammonium; 4-Hydroxy-4-Oxo-But-2-Enoate

This compound is a fascinating example of chemical ingenuity, showcasing the intersection of organic chemistry and medicinal applications. Here are some intriguing aspects of this compound:

  • Complex Structure: The structure of this compound reflects a sophisticated assembly of various functional groups, which contributes to its unique properties and potential applications.
  • Bioactivity: Many derivatives of benzofuran, including this compound, have been studied for their biological activities. Compounds similar to this one have shown promise in areas such as anticancer activity and antimicrobial properties.
  • Pharmacological Potential: Due to its ammonium component, this compound may exhibit quaternary ammonium characteristics, which can enhance its pharmacological profile, possibly improving membrane permeability and bioavailability.
  • Applications in Drug Design: The integration of benzofuran moieties in drug design highlights its potential in generating new therapeutic agents. The influence of the substituted phenyl group hints at diverse interactions at the target sites of action.

The synthesis of such compounds often involves intricate multi-step processes. This showcases the creativity required in organic synthesis, where chemists must strategically select reactants and conditions to achieve the desired product.

In addition, exploring the structure-activity relationship (SAR) of this compound can provide insights into how modifications might enhance its efficacy or reduce toxicity, which is a critical aspect of drug development.

This compound illustrates the remarkable diversity and potential of organic compounds in chemistry, paving the way for innovative research and development in medicinal chemistry.