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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[(5-nitro-2-furyl)methyleneamino]acetamide
State
State

Nitrofurantoin is typically a solid at room temperature. It is usually found in crystalline powder form, which can be easily handled and measured in a laboratory setting.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
238.16g/mol
Molar mass
238.1560g/mol
Density
1.6760g/cm3
Appearence

Nitrofurantoin typically appears as a yellow, crystalline powder. It is odorless or has a faint odor and has a bitter taste. The color is characteristic and makes it identifiable in its pure form.

Comment on solubility

Solubility Characteristics

The compound 2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[(5-nitro-2-furyl)methyleneamino]acetamide exhibits interesting solubility traits that are influenced by its molecular structure. The presence of both hydrophilic and hydrophobic components in this compound plays a crucial role in its solubility in various solvents.


Key Factors Influencing Solubility

  • Hydroxyl Groups: The hydroxyethyl group can significantly enhance solubility in polar solvents, particularly water, due to hydrogen bonding capabilities.
  • Aromatic Structure: The nitro-furyl portion may impart some level of hydrophobicity, which might reduce overall solubility in highly polar environments.
  • Amide Linkage: The amide functional group often contributes to solubility due to its ability to interact favorably with solvents.

In general, one might expect the compound to demonstrate reasonable solubility in polar organic solvents like dimethyl sulfoxide (DMSO) or methanol, while showing lower solubility in non-polar solvents such as hexane or toluene. The actual solubility behavior should be empirically determined, as it can also be affected by factors like temperature and pH levels.


To summarize, understanding the solubility of this compound entails examining its structural components, particularly how they interact with potential solvents:

  • Highly soluble in: Polar solvents (e.g., water, DMSO)
  • Poorly soluble in: Non-polar solvents (e.g., hexane)

Thus, when evaluating the uses and applications of this compound, solubility should be a critical consideration in formulation and experimental design.

Interesting facts

Interesting Facts about 2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[(5-nitro-2-furyl)methyleneamino]acetamide

This compound, often recognized for its complex structure, showcases intriguing features that highlight its potential applications in medicinal chemistry and biochemistry.

1. Structural Diversity

  • Piperazine Derivative: The inclusion of piperazine, a common moiety in pharmaceuticals, suggests a role in modulating biological activity.
  • Furyl Group: The presence of a nitrofuran structure is noteworthy—it is often linked to antimicrobial and antiparasitic properties.

2. Biological Relevance

  • This compound can be of interest in drug design, particularly due to its targeted roles against specific enzymes or receptors.
  • The combination of a hydroxyl group and a nitrogen heterocycle can enhance its solubility and reactivity, making it a candidate for further research.

3. Potential Applications

  • Research indicates that compounds with similar structures may exhibit activities such as anti-inflammatory and antitumor effects.
  • Its design hints at potential applications in treating diseases where traditional therapies have limitations.

4. Synthetic Pathways

The synthesis of this compound involves sophisticated organic reactions, making it a subject of study for budding chemists:

  • Understanding the synthesis can provide valuable insights into the synthesis of complex organic molecules.
  • Techniques such as cross-coupling and functional group transformation are typically involved, enriching laboratory experience.

5. Challenges in Research

Researchers continue to face challenges in the development and optimization of compounds like this:

  • Stability: Compounds with such intricate structures can sometimes exhibit stability issues.
  • Toxicology: Thorough investigations are necessary to ensure safety and efficacy for potential therapeutic uses.

In conclusion, 2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[(5-nitro-2-furyl)methyleneamino]acetamide serves as an excellent example of how diverse chemical structures can lead to significant biological activities and inspire ongoing research in the field. Its unique features encourage both academic and practical exploration in medicinal applications.