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Sulfamethoxazole

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Identification
Molecular formula
C10H11N3O3S
CAS number
723-46-6
IUPAC name
4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide
State
State

Sulfamethoxazole is a solid at room temperature.

Melting point (Celsius)
169.00
Melting point (Kelvin)
442.00
Boiling point (Celsius)
279.00
Boiling point (Kelvin)
552.00
General information
Molecular weight
253.29g/mol
Molar mass
253.2850g/mol
Density
1.4530g/cm3
Appearence

Sulfamethoxazole is a white or slightly off-white crystalline powder. It is practically odorless and has a slightly bitter taste. When dissolved, it appears as a clear solution.

Comment on solubility

Solubility of 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide

The solubility of 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide is an important characteristic that impacts its application in various fields, particularly in pharmaceutical formulations. This compound exhibits a range of solubility properties that can be summarized as follows:

  • Aqueous Solubility: This compound shows moderate solubility in water, influenced by its amine and sulfonamide functional groups, which can engage in hydrogen bonding with water molecules.
  • Solvent Dependency: While it is soluble in water, its solubility can significantly increase in polar organic solvents such as methanol and ethanol, highlighting the importance of solvent choice.
  • Temperature Effects: Like many organic compounds, its solubility may improve with temperature; thus, higher temperatures can aid in achieving better dissolution rates.
  • pH Impact: The solubility can also be affected by the pH of the solution due to the ionization of the amine group; in a basic environment, enhanced solubility might be observed.

In conclusion, understanding the solubility characteristics of 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide is crucial for its effective use in chemical applications. Exploring various solvent systems and conditions can lead to optimized formulations, enhancing the compound's utility.

Interesting facts

Exploring 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide

The compound 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide, often abbreviated in the scientific community, is a fascinating chemical of significant interest in pharmaceuticals. This compound features a sulfonamide group, which is pivotal in a variety of medicinal applications.

Key Features and Applications

  • Pharmaceutical Significance: Compounds containing sulfonamide moieties are well-known for their antimicrobial properties. They work by inhibiting bacterial folic acid synthesis, making them effective against various infections.
  • Mechanism of Action: Sulfonamides mimic the structure of para-aminobenzoic acid (PABA), a substrate for bacterial growth, thus disrupting the bacterial pathway and leading to cell death.
  • Potential in Drug Development: Recent research investigates the addition of various substituents, like the isoxazole ring in this compound, to enhance the efficacy and reduce resistance.
  • Isolated and Characterized: The unique structural features of this compound make it an ideal candidate for studies in enzymatic behavior and binding affinity, particularly with regard to bacterial enzymes.

As a chemist, it's important to appreciate how the specific configuration of atoms can influence both the function and reactivity of a compound. In the case of 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide, the addition of the isoxazole ring offers potential for enhanced selectivity in targeting specific bacterial pathogens.

Future Directions

Research surrounding this compound could lead to:

  • Innovative treatments for resistant strains of bacteria.
  • Combination therapies to improve patient outcomes.
  • New insights into the interaction between sulfonamides and bacterial metabolism.

In summary, the exploration of 4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide not only contributes to our understanding of sulfonamide chemistry but also opens avenues for future medicinal chemistry and drug discovery.

Synonyms
Sulfatroxazole
23256-23-7
Sulfatroxazol
Sulfatroxazolum
ZXC0PT8FFS
DTXSID20177829
RefChem:186546
DTXCID30100320
N(1)-(4,5-dimethyl-3-isoxazolyl)sulfanilamide
245-530-5
4-amino-N-(4,5-dimethyl-1,2-oxazol-3-yl)benzenesulfonamide
CHEMBL26630
N(sup 1)-(4,5-Dimethyl-3-isoxazolyl)sulfanilamide
Sulfatroxazolum [INN-Latin]
4,5-Dimethyl-3-sulfanilamidoisoxazole; Isosulfafurazole; N1-(4,5-Dimethyl-3-isoxazolyl)sulfanilamide
UNII-ZXC0PT8FFS
Sulfatroxazole [INN:BAN]
Sulfatroxazol [INN-Spanish]
EINECS 245-530-5
N1-(4,5-Dimethyl-3-isoxazolyl)sulfanilamid
SULFATROXAZOLE [INN]
SCHEMBL93862
N1-(4,5-DIMETHYL-3-ISOXAZOLYL)SULFANILAMIDE
SULFATROXAZOLE [MART.]
orb2814043
MSK4055
DAUFGBIKKGOPJA-UHFFFAOYSA-N
BCP24928
YAA25623
BDBM50034433
AT25048
AS-86391
CS-0026729
N1-(4,5-imethyl-3-isoxazolyl)sulfanilamide
NS00027387
Q27295939
4-amino-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide
4-Amino-N-(4,5-dimethyl-isoxazol-3-yl)-benzenesulfonamide
4-amino-N-(4,5-dimethyl-1,2-oxazol-3-yl)benzene-1-sulfonamide