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Nitrofurazone

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Identification
Molecular formula
C6H6N4O4S
CAS number
59-87-0
IUPAC name
N-(isopropylideneamino)-4-(5-nitro-2-furyl)thiazol-2-amine
State
State

At room temperature, nitrofurazone is typically in a solid state. It is often formulated as a cream or ointment for medicinal use due to its antibacterial properties.

Melting point (Celsius)
236.00
Melting point (Kelvin)
509.15
Boiling point (Celsius)
197.00
Boiling point (Kelvin)
470.15
General information
Molecular weight
198.16g/mol
Molar mass
198.1570g/mol
Density
1.6390g/cm3
Appearence

Nitrofurazone appears as a yellow to orange solid. It typically forms as a crystalline powder that has a slightly bitter taste. It can also be found in topical creams or ointments and has a characteristic chemical odor.

Comment on solubility

Solubility of N-(isopropylideneamino)-4-(5-nitro-2-furyl)thiazol-2-amine

N-(isopropylideneamino)-4-(5-nitro-2-furyl)thiazol-2-amine is a compound with unique structural features, which can influence its solubility. Understanding the solubility of this compound is key for its applications in various fields, including pharmaceutical and chemical industries.

Factors Affecting Solubility:

Several factors contribute to the solubility of this compound:

  • Polarity: The presence of the nitro group and the thiazole ring can enhance solubility in polar solvents due to its ability to form hydrogen bonds.
  • Functional Groups: The isopropylideneamino group can affect solubility by increasing bulk and steric hindrance, potentially leading to lower solubility in certain solvents.
  • pH Levels: The solubility may vary significantly with changes in pH, as protonation of the amino group can increase solubility in acidic conditions.

General Observations:

While specific solubility data might not be readily available, compounds with similar structured motifs often exhibit the following solubility characteristics:

  • Moderate solubility in polar solvents, such as water and alcohols.
  • Potential high solubility in organic solvents, due to hydrophobic interactions with the thiazole and nitro furyl components.

It's important to evaluate solubility experimentally to confirm predictions based on structural similarity. As with many chemical compounds, solubility can significantly impact its usability and behavior in solution.

Interesting facts

Interesting Facts about N-(isopropylideneamino)-4-(5-nitro-2-furyl)thiazol-2-amine

N-(isopropylideneamino)-4-(5-nitro-2-furyl)thiazol-2-amine is a fascinating compound with intriguing applications in the field of medicinal chemistry. Here are some compelling points about this compound:

  • Antimicrobial Potential: This compound has shown promise as an antimicrobial agent, potentially effective against various pathogenic microorganisms. Its unique structural features may enhance its interaction with biological targets.
  • Thiazole Ring: The presence of the thiazole ring is significant; it contributes to the biological activity of the compound. Thiazole derivatives are often linked to pharmacological properties, making this compound a subject of interest for drug development.
  • Nitro Group Influence: The 5-nitro substituent on the furan moiety may further augment the compound’s reactivity, allowing it to participate in multiple chemical reactions that form the basis of medicinal applications.
  • Structure-Activity Relationship (SAR): This compound is a prime candidate for SAR studies, providing insights into how modifications in its structure can influence biological activity, efficacy, and safety. Understanding these relationships enhances drug design and development.
  • Research Opportunities: Its unique combination of a thiazole core and nitrofuran moiety opens avenues for research into novel therapeutic agents, particularly in combating drug-resistant infections.

In summary, N-(isopropylideneamino)-4-(5-nitro-2-furyl)thiazol-2-amine presents a wealth of possibilities in the realm of chemistry and pharmaceuticals. As stated by many chemists, “the key to innovation often lies in the exploration of compounds that possess unique and diverse functionalities." Further exploration of this compound could yield significant insights and advancements in the field.

Synonyms
18523-69-8
BRN 5409123
(4-(5-Nitro-2-furyl)thiazol-2-yl)hydrazonoacetone
2-(2-Isopropylidenehydrazono)-4-(5-nitro-2-furyl)-thiazole
ACETONE, (4-(5-NITRO-2-FURYL)THIAZOL-2-YL)HYDRAZONE
4-(5-nitrofuran-2-yl)-N-(propan-2-ylideneamino)-1,3-thiazol-2-amine
acetone[4-(5-nitro-2-furyl)-2-thiazolyl]hydrazone
5-(5-nitrofuran-2-yl)-N-(propan-2-ylideneamino)-1,3-thiazol-2-amine
9NV6Z7N42W
Acetone, [4-(5-nitro-2-furyl)-2-thiazolyl]hydrazone
CHEMBL259553
2-Propanone, 2-[4-(5-nitro-2-furanyl)-2-thiazolyl]hydrazone