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Sulfanilamide

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Identification
Molecular formula
C6H8N2O2S
CAS number
63-74-1
IUPAC name
3-aminobenzenesulfonamide
State
State

Solid at room temperature.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
172.20g/mol
Molar mass
172.2040g/mol
Density
1.0800g/cm3
Appearence

Sulfanilamide appears as a white, odorless crystalline powder.

Comment on solubility

Solubility of 3-Aminobenzenesulfonamide

3-Aminobenzenesulfonamide, also known as sulfanilamide, exhibits interesting solubility characteristics that are crucial for its applications in medicinal chemistry. Understanding its solubility can help predict its behavior in biological systems and environmental settings.

Key Aspects of Solubility:

  • Water Solubility: This compound shows moderate water solubility. It has a tendency to dissolve in aqueous solutions, which is important for its pharmacological activity.
  • Solvent Influence: Solubility can vary significantly with different solvents. For instance, it is more soluble in organic solvents like ethanol or dimethyl sulfoxide (DMSO) compared to water.
  • pH Dependence: The solubility of 3-aminobenzenesulfonamide is pH-dependent. In acidic conditions, the solubility may be enhanced due to protonation, which increases its polarity.
  • Complex Formation: This compound has the ability to form complexes with metals or other ligands, which can alter its solubility properties significantly.

In summary, the solubility of 3-aminobenzenesulfonamide is influenced by various factors including solvent type, pH, and interactions with other substances. These solubility characteristics are essential for understanding its use in pharmaceutical formulations and ensuring effective drug delivery.

Interesting facts

Interesting Facts about 3-Aminobenzenesulfonamide

3-Aminobenzenesulfonamide, often referred to in the scientific community as a sulfonamide antibiotic, holds a significant place in the realm of medicinal chemistry. This compound boasts a fascinating history and diverse applications.

Key Historical Context

  • Discovery: Sulfonamides were the first synthetic antibacterial drugs developed, marking a pivotal moment in medical history.
  • Impact: They played a crucial role in reducing infectious disease morbidity and mortality before the advent of penicillin.

Chemical Significance

This compound features a sulfonamide functional group, which is instrumental in its antibacterial activity. Notable attributes include:

  • Mechanism of Action: 3-Aminobenzenesulfonamide inhibits bacterial growth by interfering with folic acid synthesis, crucial for DNA and RNA production.
  • Resistance: Understanding the mechanisms of antibacterial resistance linked to this compound is an ongoing area of research, emphasizing the need for alternative treatments.

Applications in Medicine

3-Aminobenzenesulfonamide is utilized in various therapeutic contexts:

  • Antimicrobial Activity: It is effective against a range of gram-positive and gram-negative bacteria.
  • Research Tool: Often used in laboratories to study bacterial resistance and antibiotic effectiveness.

Fascinating Quote

"The journey of a compound through time illustrates not only its chemical structure but also the evolution of medicine itself."

Environmental Considerations

Recent studies have also suggested the need to monitor sulfonamides like 3-aminobenzenesulfonamide in wastewater due to their potential ecological impact, emphasizing the balance between human health and environmental safety.

In conclusion, 3-aminobenzenesulfonamide is not just a compound; it represents a thread in the intricate tapestry of medicinal chemistry, highlighting the relationship between chemistry, history, and public health.

Synonyms
3-AMINOBENZENESULFONAMIDE
98-18-0
Metanilamide
m-Aminobenzenesulfonamide
Benzenesulfonamide, 3-amino-
m-Sulfamoylaniline
Benzenesulfonamide, m-amino-
m-Aminobenzenesulphonamide
3-Aminosulfonylaniline
3-Aminobenzene-1-Sulfonamide
Metaniilamide
3-Amino-benzenesulfonamide
3-Aminobenzenesulphonamide
NSC 7542
EINECS 202-646-0
MFCD00035781
BRN 0511851
CHEMBL6852
DTXSID5059161
4-14-00-02648 (Beilstein Handbook Reference)
NSC-7542
m-sulfamylaniline
NSC7542
3-sulfamoyl-aniline
3-sulfamoyl-phenylamine
3-aminobenzensulfonamide
aniline, 3-sulphamoyl-
3-azanylbenzenesulfonamide
3-aminobenzene sulfonamide
3-aminobenzene-sulfonamide
Aminobenzenesulfonamide, 3-
DW73A2TD9A
1-aminobenzene-3-sulfonamide
SCHEMBL189005
3-Aminobenzenesulfonamide, 98%
DTXCID8049044
BBL013173
BDBM50079047
STK982182
AKOS000298884
CS-W019528
PS-3071
SDCCGMLS-0066234.P001
NCGC00333709-01
PD181250
SY048182
DB-057713
A2195
NS00040526
EN300-02109
D77854
AB01329300-02
A845821
Z56792385
F0728-0012
202-646-0