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Sulfamethoxazole

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Identification
Molecular formula
C10H11N3O3S
CAS number
723-46-6
IUPAC name
3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide
State
State

At room temperature, sulfamethoxazole is a crystalline solid. It is relatively stable under normal temperatures and pressures but should be stored in a tightly closed container and protected from light to ensure its stability.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
258.00
Boiling point (Kelvin)
531.15
General information
Molecular weight
253.28g/mol
Molar mass
253.2830g/mol
Density
1.5820g/cm3
Appearence

Sulfamethoxazole is a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. Its crystalline form highly influences its solubility and physical handling properties.

Comment on solubility

Solubility of 3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide

The solubility of 3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide can be quite intriguing due to the presence of various functional groups in its structure. Here are some key points to consider:

  • Polar and Non-polar Characteristics: The compound contains both polar (methoxy and sulfonamide groups) and non-polar components. This dual nature can lead to a diverse solubility profile. It may be soluble in polar solvents such as water and some organic solvents.
  • Hydrogen Bonding: The sulfonamide group is known for its ability to form hydrogen bonds, which enhances its solubility in aqueous solutions. This property often leads to increased solubility compared to other similar compounds.
  • Solvent Type: It is essential to note that solubility can vary significantly with the type of solvent. For example, it might exhibit high solubility in dimethyl sulfoxide (DMSO) or dimethylformamide (DMF), while showing less solubility in aliphatic hydrocarbons.
  • Temperature Effects: The solubility may also be temperature-dependent; generally, an increase in temperature tends to enhance solubility for most solid solutes.

In summary, while the solubility of 3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide may not be universally predictable, its unique structure suggests a promising potential for solubility in both polar and non-polar environments. Understanding its solubility is crucial for effective application in various chemical contexts.

Interesting facts

Interesting Facts about 3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide

This chemical compound is part of a larger class known as sulfonamides, which are characterized by the presence of a sulfonamide functional group. This specific molecule is particularly interesting for several reasons:

  • Pharmaceutical Applications: Sulfonamides have been widely used as antibiotics, and their derivatives, like this one, often exhibit significant biological activity, making them subjects of research in drug development.
  • Structure and Function: The unique arrangement of the pyrimidine and benzenesulfonamide groups supports interactions at the molecular level, influencing how the compound binds to biological targets.
  • Mechanism of Action: Compounds like this can interfere with bacterial folic acid synthesis, which is crucial for bacterial growth. This is due to their structural similarity to para-aminobenzoic acid, a substrate for the enzyme that synthesizes folic acid.
  • Potential for Innovation: Ongoing research explores modifications to improve efficacy and reduce resistance, opening avenues for new therapeutic agents. The specific functional groups in 3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide may influence its potency and bioavailability.
  • Environmental Considerations: As with many pharmaceuticals, the environmental impact of sulfonamides is under investigation, particularly concerning their persistence and degradation in various ecosystems.

To summarize, the study of 3-(2-methoxyethoxy)-N-pyrimidin-2-yl-benzenesulfonamide offers valuable insights into both medicinal chemistry and environmental science. As researchers further explore this compound, it could pave the way for breakthroughs in treating resistant infections and contribute significantly to modern pharmacology.

Synonyms
CHEMBL3580459
DTXSID50859808
3-(2-Methoxyethoxy)-N-(pyrimidin-2-yl)benzene-1-sulfonamide