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4-Methoxy-N-(2-methoxy-5-nitrophenyl)benzenesulfonamide

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Identification
Molecular formula
C14H14N2O6S
CAS number
23109-05-9
IUPAC name
4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide
State
State

The compound is a solid at room temperature, typically forming crystalline structures due to its molecular composition. It should be handled in a dry environment to maintain its solid state.

Melting point (Celsius)
189.00
Melting point (Kelvin)
462.15
Boiling point (Celsius)
472.50
Boiling point (Kelvin)
745.70
General information
Molecular weight
338.34g/mol
Molar mass
338.3440g/mol
Density
1.4768g/cm3
Appearence

The compound is typically a crystalline solid. The precise color and crystalline form may vary, but it is commonly observed to form as pale, yellowish crystals due to the presence of the nitro group, which can impart a yellow tinge.

Comment on solubility

Solubility of 4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide

The solubility of 4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide (C14H14N2O6S) can be influenced by several factors, given its unique structure and functional groups. Understanding its solubility can provide insights into its behavior in various solvents. Here are some notable points:

  • Polarity: The presence of the sulfonamide group contributes to a degree of polarity, making it more likely to interact with polar solvents like water.
  • Hydrogen Bonding: The potential for hydrogen bonding due to the sulfonamide and methoxy groups can enhance solubility in polar solvents.
  • Aromatic Character: The aromatic rings present in the compound can lead to lower solubility in water but may improve solubility in organic solvents.
  • Solvent Compatibility: It may exhibit different solubility profiles in various solvents, including:
    • Highly polar solvents: Possible moderate solubility
    • Organic solvents: Likely higher solubility due to hydrophobic interactions
  • Practical Implications: Understanding the solubility characteristics is essential for applications like drug formulation, where the bioavailability of such compounds can be significantly affected by their solubility.

In summary, while predicting the exact solubility of this compound requires experimental data, its chemical structure suggests it could be soluble in a range of solvents, particularly those that can engage in hydrogen bonding and accommodate its hydrophobic aromatic regions.

Interesting facts

Interesting Facts about 4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide

The compound 4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide stands out due to its intriguing structure and potential applications. Here are some key points to consider:

  • Pharmaceutical Relevance: This compound belongs to a class of sulfonamide derivatives, which have been widely studied for their antibacterial properties. Sulfonamides were among the first antibiotics discovered and continue to serve as essential building blocks in medicinal chemistry.
  • Mechanism of Action: Sulfonamide compounds often function by inhibiting bacterial folic acid synthesis, which is critical for bacterial growth and proliferation. Understanding this mechanism has led to advancements in developing new antibiotics.
  • Structural Features: The compound's structure includes multiple functional groups, such as methoxy and nitro groups, which offer avenues for further chemical modifications. The presence of these groups can significantly influence the compound's reactivity and biological activity.
  • Diversity in Applications: Beyond its antibacterial properties, sulfonamide derivatives like this one are being explored for potential uses in treating cancer, inflammation, and other diseases by modulating different biological pathways.
  • Solubility Challenges: Many sulfonamide compounds, while effective, face challenges regarding solubility and bioavailability. This can affect their therapeutic efficacy, making research on formulation techniques essential.

As chemists continue to investigate compounds like 4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide, they uncover new insights and enhance our understanding of drug design, leading to potential breakthroughs in medicine.

Synonyms
4-methoxy-N-(2-methoxy-5-nitrophenyl)benzenesulfonamide
5559-19-3
4-Methoxy-N-(2-methoxy-5-nitro-phenyl)-benzenesulfonamide
NSC213575
CBMicro_012089
MLS000553790
CHEMBL1528940
DTXSID60970932
HMS2540B15
SMSF0006167
STK093566
AKOS000673192
CB15290
NSC-213575
SMR000171606
BIM-0011872.P001
A831325
2',4-DIMETHOXY-5'-NITROBENZENESULFONANILIDE
4-methoxy-N-(2-methoxy-5-nitro-phenyl)benzenesulfonamide
4-Methoxy-N-(2-methoxy-5-nitrophenyl)benzene-1-sulfonamide
4-METHOXY-N-(2-METHOXY-5-NITROPHENYL)-1-BENZENESULFONAMIDE