52025-77-1

Basic information

• Product Name: 4-amino-N-(naphthalen-1-yl)benzenesulfonamide
• Synonyms: 4-amino-N-(naphthalen-1-yl)benzene-1-sulfonamide
• CAS NO: 52025-77-1
• Molecular Formula: C₁₆H₁₄N₂O₂S
• Molecular Weight: 298.3596
• Mol File: 52025-77-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 532.8°C at 760 mmHg
• Flash Point: 276°C
• Density: 1.388g/cm³
• Vapor Pressure: 1.98E-11mmHg at 25°C
• Refractive Index: 1.722
• CAS DataBase Reference: 4-amino-N-(naphthalen-1-yl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-N-(naphthalen-1-yl)benzenesulfonamide(52025-77-1)
• EPA Substance Registry System: 4-amino-N-(naphthalen-1-yl)benzenesulfonamide(52025-77-1)

Safety Data

• Hazardous Substances Data: 52025-77-1(Hazardous Substances Data)

Upstream product

• 103-84-4 Acetanilid 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 134-32-7 1-amino-naphthalene 
• 56799-93-0 N-(naphthalene-1-yl)-4-nitrophenylbenzene-1-sulfonamide 
• 56799-96-3 N-acetyl-sulfanilic acid-[1]naphthylamide 

Downstream Products

• 1333939-50-6 N-(naphthalen-1-yl)-4-{[(pyridin-3-ylmethyl)carbamoyl]amino}benzenesulfonamide 
• 1326238-22-5 C₃₃H₂₄N₂O₄S 
• 1326238-21-4 C₃₃H₂₆N₂O₅S 

Relevant articles and documents

Design, synthesis and biological evaluation of novel naphthoquinone-4-aminobenzensulfonamide/carboxamide derivatives as proteasome inhibitors

A series of novel 4-aminobenzensulfonamide/carboxamide derivatives bearing naphthoquinone pharmacophore were designed, sythesized and evaluated for their proteasome inhibitory and antiproliferative activities against human breast cancer cell line (MCF-7). The structures of the synthesized compounds were confirmed by spectral and elemental analyses. The proteasome inhibitory activity studies were carried out using cell-based assay. The antiproteasomal activity results revealed that most of the compounds exhibited inhibitory activity with different percentages against the caspase-like (C-L, β1 subunit), trypsin-like (T-L, β2 subunit) and chymotrypsin-like (ChT-L, β5 subunit) activities of proteasome. Among the tested compounds, compound 14 bearing 5-chloro-2-pyridyl ring on the nitrogen atom of sulfonamide group is the most active compound in the series and displayed higher inhibition with IC50 values of 9.90 ± 0.61, 44.83 ± 4.23 and 22.27 ± 0.15 μM against ChT-L, C-L and T-L activities of proteasome compared to the lead compound PI-083 (IC50 = 12.47 ± 0.21, 53.12 ± 2.56 and 26.37 ± 0.5 μM), respectively. The antiproliferative activity was also determined by MTT (3-(4,5-Dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide) assay in vitro. According to the antiproliferative activity results, all of the compounds exhibited cell growth inhibitory activity in a range of IC50 = 1.72 ± 0.14–20.8 ± 0.5 μM and compounds 13 and 28 were found to be the most active compounds with IC50 values of 1.79 ± 0.21 and 1.72 ± 0.14 μM, respectively. Furthermore, molecular modeling studies were carried out for the compounds 13, 14 and 28 to investigate the ligand-enzyme binding interactions.

4- { [ ( PYRIDIN- 3 - YL -METHYL) AMINOCARBONYL] AMINO} BENZENE - SULFONE DERIVATIVES AS NAMPT INHIBITORS FOR THERAPY OF DISEASES SUCH AS CANCER

The present invention relates to compounds and compositions for the inhibition of NAMPT, their synthesis, applications and antidotes. An embodiment of the invention is the provision of a compound of Formula IIIA.