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Nitrofurantoin

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

At room temperature, Nitrofurantoin is a solid. It is typically supplied in crystalline powder form for pharmaceutical formulations.

Melting point (Celsius)
272.50
Melting point (Kelvin)
545.70
Boiling point (Celsius)
2.00
Boiling point (Kelvin)
275.20
General information
Molecular weight
238.16g/mol
Molar mass
238.1560g/mol
Density
1.6800g/cm3
Appearence

Nitrofurantoin appears as a yellow, crystalline powder. It is characterized by its vivid yellow color, typical of nitrofuran derivatives.

Comment on solubility

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

The solubility of 5-(morpholinomethyl)-3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one (C8H6N4O5) can exhibit distinct and interesting characteristics due to its complex structure. Here are key points to consider:

  • Polarity: The presence of multiple polar groups in this compound, such as nitro and morpholino groups, can significantly enhance its interaction with polar solvents like water.
  • Solvent Compatibility: It is likely to be more soluble in polar organic solvents like methanol or ethanol than in non-polar solvents. However, its specific solubility must be experimentally determined.
  • Thermal Stability: Gradual increases in temperature may affect solubility; some compounds tend to dissolve better when heated.
  • Persistence of Solubility: Depending on the pH environment, the compound may have different solubility profiles, meaning it can be more soluble in acidic or basic conditions.

In summary, while the expected solubility behavior of this compound suggests it might be more soluble in polar solvents, actual solubility should be confirmed through experimental methods. Understanding these characteristics is crucial for practical applications, especially in pharmaceutical formulations where solubility can impact bioavailability.

Interesting facts

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

This compound is a fascinating example of a heterocyclic organic molecule that combines an oxazolidinone ring with a nitrofuran moiety. The unique combination of these features contributes to its interesting properties and potential applications:

  • Pharmacological Potential: Compounds containing oxazolidinone rings have been extensively studied for their antibacterial properties. This drug class has been crucial in developing novel antibiotics, offering hope against resistant bacteria.
  • Bioactivity: The presence of the nitrofuran group is known to enhance the antimicrobial activity, making this compound a subject of interest in medicinal chemistry.
  • Mechanism of Action: Molecules like this often function by inhibiting protein synthesis in bacteria, which is critical for their growth and reproduction.
  • Structural Versatility: The morpholinomethyl substituent adds to the molecule's solubility and bioavailability, allowing for interesting modifications to enhance its pharmacological properties.
  • Research Applications: The compound may serve as a valuable template for creating derivatives that can be tested for various biological activities, further contributing to drug discovery.

In the words of renowned medicinal chemist Andrew Hamilton, "The challenge of creating new and effective therapies is always an evolving journey, where even small structural changes can lead to significant differences in activity." This sentiment perfectly captures the essence of compounds like 5-(morpholinomethyl)-3-[(5-nitro-2-furyl)methyleneamino]oxazolidin-2-one, highlighting the importance of chemical structure in influencing biological function.

In summary, this compound stands at the intersection of structural elegance and therapeutic potential, making it an exciting area of study for chemists and pharmacologists alike.

Synonyms
Furaltadone
LEVOFURALTADONE
Furaltadone-d8
DTXSID4048016
3795-88-8
Prestwick0_000764
Prestwick1_000764
SCHEMBL49267
SPBio_002747
CHEMBL1622119
YVQVOQKFMFRVGR-UHFFFAOYSA-N
WZB83289
SB61018
DB-042493
Furaltadone 1000 microg/mL in Acetonitrile
NS00000147
5-morpholinomethyl-3-[5-nitrofurfurylideneamino]-2-oxazolidinone