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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
2-(diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate
State
State

At room temperature, nitrofurantoin exists in a solid state. The compound is usually supplied as a crystalline powder.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.15
Boiling point (Celsius)
385.00
Boiling point (Kelvin)
658.15
General information
Molecular weight
238.16g/mol
Molar mass
238.1570g/mol
Density
1.6820g/cm3
Appearence

Nitrofurantoin appears as yellow crystalline powder that is odorless. It is relatively insoluble in water, giving it a somewhat gritty texture when observed in its pure form.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate

The solubility of 2-(diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate can be influenced by several factors:

  • Polarity: The presence of both polar and nonpolar groups in its structure suggests that this compound may have variable solubility in different solvents. It is likely to be more soluble in polar solvents such as water and ethanol due to the potential for hydrogen bonding.
  • Functional Groups: The -NO2 (nitro) and -COOH (carboxylic acid) functional groups might enhance its solubility in aqueous solutions, while the -C5H12N (diethylamino) group could impart some degree of lipophilicity.
  • Temperature Effects: As with many organic compounds, solubility can increase with temperature, which is an important consideration during practical applications.

In summary, while specific solubility data may vary, understanding the interplay of these factors is crucial for predicting the solubility behavior of 2-(diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate in various environments and conditions.

Interesting facts

Interesting Facts about 2-(Diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate

This compound is an intriguing member of the isoxazole family, renowned for its versatile applications and complex structure. Here are some compelling aspects of 2-(diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate:

  • Medicinal Chemistry: The inclusion of a nitro group and isoxazole ring structure suggests potential pharmacological activity, making it a subject of interest in drug discovery and development.
  • Biological Significance: Compounds with isoxazole rings have been studied for their antimicrobial, anti-inflammatory, and antitumor properties, which makes this compound a candidate for further investigation in these areas.
  • Synthetic Pathways: The synthesis of this compound can involve various methods, with multi-step protocols being common. This leads to an exploration of different reaction conditions and reagents, adding to the richness of synthetic organic chemistry.
  • Structural Features: With a complex architecture that includes a diethylamino group and carboxylate functionality, this compound highlights the importance of functional groups in determining chemical reactivity and interaction with biological systems.
  • Electronic Properties: The presence of the nitro group can aid in electron withdrawal, which is crucial for enhancing the reactivity of certain portions of the molecule. This property can be exploited when designing derivatives for specific therapeutic activities.

Researchers often remark, “The beauty of chemistry lies in the intricate dance of atoms,” and this compound exemplifies that, showcasing how various elements and groups can synergistically combine to impart unique properties.

Overall, 2-(diethylamino)ethyl 5-methyl-3-(5-nitro-2-furyl)isoxazole-4-carboxylate serves as an exciting example of how synthetic modifications can lead to groundbreaking discoveries in the realm of chemical science.

Synonyms
4-Isoxazolecarboxylic acid, 5-methyl-3-(5-nitro-2-furyl)-, 2-(diethylamino)ethyl ester
21709-28-4
BRN 1037377
DTXSID80176095
5-Methyl-3-(5-nitro-2-furyl)-4-isoxazolecarboxylic acid 2-(diethylamino)ethyl ester