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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5S
CAS number
67-20-9
IUPAC name
N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide
State
State

Nitrofurantoin is generally in a solid state at room temperature, forming a crystalline powder.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.00
Boiling point (Celsius)
555.30
Boiling point (Kelvin)
828.50
General information
Molecular weight
238.16g/mol
Molar mass
238.1570g/mol
Density
1.6132g/cm3
Appearence

Nitrofurantoin is a yellow crystalline powder. It has a bitter taste and can stain materials reddish-brown, a factor to note during handling.

Comment on solubility

Solubility of N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide

N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide presents an intriguing case regarding its solubility characteristics. Here are some important points to consider:

  • Polarity: The presence of functional groups such as the acetamide moiety can impart some degree of polarity to the compound, which often enhances solubility in polar solvents.
  • Solvent Compatibility: Based on its structure, this compound may be more soluble in organic solvents (e.g., DMSO, DMF) rather than in water due to its hydrophobic thiazole and furan groups.
  • Potential Interactions: The nitro group can engage in hydrogen bonding and dipole-dipole interactions, potentially affecting the solubility profile when interacting with other solutes.

However, there is a notable lack of extensive experimental data regarding its exact solubility in various solvents, which makes it essential to conduct solubility tests to ascertain its behavior in different environments. Overall, while we can infer potential solubility trends based on structural features, empirical testing is crucial for accurate assessments.

Interesting facts

Interesting Facts about N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide

N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide is a fascinating compound that has gained attention in the field of medicinal chemistry. Here are some noteworthy aspects:

  • Versatile Applications: This compound is often explored for its potential in pharmaceutical applications, particularly due to its ability to inhibit certain enzymes that are vital for the growth of various pathogens.
  • Structural Complexity: The presence of both a furan ring and a thiazole ring in its structure ensures complex interactions within biological systems. This complexity can lead to unique properties such as selective binding to biological targets.
  • Antimicrobial Properties: Research has suggested that derivatives of this compound may exhibit antimicrobial activity, making them a point of interest for developing new antibiotics in an era of rising antibiotic resistance.
  • Organic Synthesis: The synthesis of N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide can be achieved through various organic reactions, showcasing the importance of thiazole and furan moieties in designing reactive intermediates.

As a testament to its significance, chemists emphasize the role of substituents in tailoring the pharmacokinetics and pharmacodynamics of the compound. "Understanding the interaction of such molecular architectures is key to innovations in drug development," notes a leading researcher in the field.

With its distinct features and promising biological activities, N-[4-[2-(5-nitro-2-furyl)vinyl]thiazol-2-yl]acetamide continues to be a substance of significant interest in the study of new therapeutic agents.

Synonyms
DTXSID701023385