3-amino-4-chloro-N,N-dimethylbenzenesulfonamide
CAS No.:
100313-81-3
M. Wt:
234.70300
M. Fa:
C8H11ClN2O2S
InChI Key:
PWRXATZJIMUAHA-UHFFFAOYSA-N
Appearance:
White Solid
Names and Identifiers of 100313-81-3
CAS Number |
100313-81-3 |
|---|---|
MDL Number |
MFCD02704404 |
IUPAC Name |
3-amino-4-chloro-N,N-dimethylbenzenesulfonamide |
InChI |
InChI=1S/C8H11ClN2O2S/c1-11(2)14(12,13)6-3-4-7(9)8(10)5-6/h3-5H,10H2,1-2H3 |
InChIKey |
PWRXATZJIMUAHA-UHFFFAOYSA-N |
Canonical SMILES |
CN(C)S(=O)(=O)C1=CC(=C(C=C1)Cl)N |
UNSPSC Code |
12352100 |
Physical and chemical properties of 100313-81-3
Boiling Point |
373.8ºC at 760mmHg |
|---|---|
Density |
1.387g/cm3 |
Exact Mass |
234.02300 |
Flash Point |
179.9ºC |
H Bond Acceptors |
3 |
H Bond Donors |
1 |
Index of Refraction |
1.59 |
LogP |
2.83450 |
Molecular Formula |
C8H11ClN2O2S |
Molecular Weight |
234.70300 |
PSA |
71.78000 |
Storage condition |
2-8°C |
Vapour Pressure |
8.74E-06mmHg at 25°C |
Safety Information of 100313-81-3
Applications of 100313-81-3
3-amino-4-chloro-N,N-dimethylbenzenesulfonamide has several applications:
- Pharmaceutical Development: It serves as a scaffold for designing new drugs targeting various diseases, particularly cancers.
- Chemical Research: Used as a reagent in organic synthesis and medicinal chemistry to explore structure-activity relationships.
- Biochemical Studies: Investigated for its role in enzyme inhibition and protein interactions in biological systems.
Interaction Studies of 100313-81-3
Interaction studies have highlighted the compound's ability to form covalent bonds with target proteins, enhancing its efficacy as a drug candidate. For instance, its interactions with cysteine residues in proteins have been explored to understand its mechanism of action in targeted protein degradation.
Similar Compounds: ComparisonSeveral compounds share structural similarities with 3-amino-4-chloro-N,N-dimethylbenzenesulfonamide. Here are some notable examples:
| Compound Name | Structure | Unique Features |
|---|---|---|
| 2-amino-4-chloro-thiazole-sulfoneamides | Contains thiazole ring | Potentially different biological activity due to heterocyclic structure |
| N-(4-(Diphenylamino)thiazol-2-yl)-2-((4-((3-methylbenzylidene)amino)phenyl)amino)acetamide | Complex multi-aromatic system | Enhanced electronic properties |
| 4-Chloro-N,N-dimethylbenzenesulfonamide | Lacks amino substitution | Simpler structure potentially leading to different reactivity |
Biological Activity of 100313-81-3
Research indicates that 3-amino-4-chloro-N,N-dimethylbenzenesulfonamide exhibits various biological activities:
- Anticancer Properties: It has been studied as a potential covalent molecular glue degrader targeting proteins involved in cancer pathways, such as NF-κB.
- Antimicrobial Activity: Compounds with similar structures have shown antimicrobial properties, suggesting potential applications in treating bacterial infections.
- Enzyme Inhibition: The compound may act as an inhibitor for certain enzymes, contributing to its therapeutic potential.
Physical sample testing spectrum (NMR) of 100313-81-3
