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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one
State
State

Nitrofurantoin is typically in a solid state at room temperature. It is available as a crystalline powder and formulated in capsules for oral administration.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
238.16g/mol
Molar mass
238.1570g/mol
Density
1.6800g/cm3
Appearence

Nitrofurantoin typically appears as a yellow crystalline powder. It might also appear as yellow-orange or light brown, depending on the granularity and presence of certain impurities or formulation excipients.

Comment on solubility

Solubility of 3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one

The solubility of 3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one, with the chemical formula C8H6N4O5, can be complex due to its unique molecular structure. This compound exhibits properties that influence its solubility in various solvents.

Key Points on Solubility:

  • Solvent Affinity: The presence of both polar and non-polar groups in its structure can impact solubility in either polar solvents like water or non-polar solvents like hexane.
  • Hydrophobic & Hydrophilic Balance: The 5-nitro-2-furyl group introduces hydrophobic characteristics, while the oxazolidin-2-one moiety may enhance hydrophilicity.
  • pH Dependence: The solubility may vary with the pH of the solution, potentially affecting ionization states that influence solubility.

In general, solubility is crucial for determining the compound's bioavailability and application in various fields, especially in pharmaceuticals. Therefore, it is essential to test its solubility under different conditions to fully understand its behavior:

  1. Testing in water and alcohol to compare polar solubility.
  2. Assessing solubility in organic solvents to explore non-polar characteristics.
  3. Evaluating temperature effects, as increased temperature often enhances solubility.

In summary, the solubility of 3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one is influenced by multiple factors, and understanding these can aid in its effective application in various domains. As with many compounds, a systematic analysis is necessary for thorough comprehension.

Interesting facts

Interesting Facts about 3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one

This compound, known as 3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one, is an intriguing member of the oxazolidinone family. Oxazolidinones are a class of compounds characterized by their bicyclic structure, which contributes to their unique chemical properties and biological activities.

Key Characteristics:

  • Pharmaceutical Relevance: Oxazolidinones have attracted attention in the field of medicinal chemistry, particularly for their antibacterial properties. They serve as an essential scaffold in the development of new antibiotics.
  • Nitro Group Functionality: The presence of a nitro group in the structure often enhances the compound's biological activity. This functionality is critical for the mechanism of action against bacterial pathogens.
  • Furyl Moiety: The furan ring contributes to the compound's stability and reactivity, making it a valuable target for various chemical transformations in synthetic organic chemistry.

One of the most exciting aspects of this compound is its potential applications. Its structure implies possible interactions with biological targets, raising questions about its efficacy and safety in pharmaceutical applications. Researchers are continually investigating derivatives of oxazolidinones, hoping to develop compounds that can effectively combat drug-resistant bacteria.

In conclusion, 3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one not only embodies the complexity of organic synthesis but also exemplifies the *interplay between structure and function* in medicinal chemistry. The exploration of such compounds showcases the innovative approaches taken by scientists to address pressing health challenges globally.

Synonyms
furazolidone
67-45-8
Furoxone
NF 180 custom mix ten
CHEBI:5195
Nifurazolidonum
Furazolum
Furox Aerosol Powder (Veterinary)
3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
Prestwick_1067
Spectrum_001098
Prestwick0_000808
Prestwick1_000808
Spectrum2_001015
Spectrum3_000436
Spectrum4_000559
UNII-5J9CPU3RE0
Furazolidonum [INN-Latin]
Furazolidona [INN-Spanish]
Oprea1_494195
SCHEMBL64995
KBioGR_001257
KBioSS_001578
DivK1c_000085
Furazolidone [USP:INN:BAN]
SPBio_001169
SPBio_002596
CCRIS 1540
CHEMBL1374738
GTPL12343
HSDB 7036
KBio1_000085
KBio2_001578
KBio2_004146
KBio2_006714
KBio3_001272
NINDS_000085
HMS1570B17
HMS2097B17
HMS2233B03
HMS3370L21
HMS3714B17
NSC 6469
EINECS 200-653-3
AKOS016339589
AKOS025392178
CCG-220808
KS-5321
AI3-50103
F0821
NS00003471
3-(5-Nitro-furfuryliden-amino)-oxazolidin-2-on