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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
5-methyl-1-(5-nitrothiazol-2-yl)imidazolidin-2-one
State
State

Nitrofurantoin is a solid at room temperature. In its pure form, it is a crystalline powder and is typically encountered in a micronized form to enhance solubility in pharmaceutical preparations.

Melting point (Celsius)
270.00
Melting point (Kelvin)
543.15
Boiling point (Celsius)
298.50
Boiling point (Kelvin)
571.65
General information
Molecular weight
238.16g/mol
Molar mass
238.1560g/mol
Density
1.6300g/cm3
Appearence

Nitrofurantoin typically appears as a yellow, crystalline powder. The material may exhibit a slight earthy odor. The appearance can be characterized by its consistency in granules, which reflect light moderately, giving it a somewhat dull sheen under certain lighting conditions.

Comment on solubility

Solubility of 5-methyl-1-(5-nitrothiazol-2-yl)imidazolidin-2-one

The solubility of 5-methyl-1-(5-nitrothiazol-2-yl)imidazolidin-2-one, a complex heterocyclic compound, can vary based on several factors:

  • Polarity: Due to the presence of both thiazole and imidazolidinone rings, this compound exhibits polar characteristics that may enhance its solubility in polar solvents.
  • Solvent Type: It is likely more soluble in alcohols and dimethyl sulfoxide (DMSO) compared to non-polar solvents, although experimental data is necessary to confirm specific solubility thresholds.
  • pH Sensitivity: As an organic compound, solubility could also depend on the pH of the solution, with potential ionization affecting solubility profiles.

Notably, the presence of the nitro group increases the electron-withdrawing character of the molecule, potentially influencing its overall solubility in aqueous solutions. Experimental solubility studies would provide precise insights, but initial expectations suggest a moderate solubility in polar environments.

Interesting facts

Interesting Facts about 5-methyl-1-(5-nitrothiazol-2-yl)imidazolidin-2-one

5-methyl-1-(5-nitrothiazol-2-yl)imidazolidin-2-one is a compound that bridges the worlds of organic chemistry and pharmacology, showcasing the intricate designs that nature provides for medicinal purposes.

Chemical Structure and Importance

This compound features a unique combination of functional groups which includes an imidazolidinone ring and a nitrothiazole moiety. The structural diversity contributes to its potential applications.

  • Imidazolidinone: This cyclic structure often plays a crucial role in various biological activities.
  • Nitrothiazole: Known for its biological significance, compounds containing the thiazole ring have displayed various properties including antibacterial and antifungal activities.

Biological Significance

Compounds similar to 5-methyl-1-(5-nitrothiazol-2-yl)imidazolidin-2-one have been of great interest due to their:

  • Antimicrobial Activities: Many derivatives of nitrothiazole are recognized for their ability to combat bacterial infections.
  • Potential Anticancer Properties: Research indicates that imidazolidinones may interfere with cancer cell proliferation.

Historical Context

Within the field of medicinal chemistry, the exploration of compounds like this one illustrates the evolution of drug design. Since the late 20th century, scientists have utilized the scaffold provided by imidazolidinones to develop new therapies targeting various diseases.

Conclusion

As research continues into this compound and its relatives, we may discover more about their mechanisms of action and their potential applications in the realm of pharmaceuticals. It serves as a reminder of how intricate chemical structures can lead to groundbreaking advancements in human health.

Synonyms
10560-74-4
5-Methyl-1-(5-nitro-2-thiazolyl)-2-imidazolidinone
CCRIS 5717
BA 36208
BRN 1002329
2-IMIDAZOLIDINONE, 5-METHYL-1-(5-NITRO-2-THIAZOLYL)-
DTXSID60909626
5-Methyl-1-(5-nitro-1,3-thiazol-2-yl)-4,5-dihydro-1H-imidazol-2-ol