71862-35-6

Basic information

• Product Name: N-benzyl-1-naphthalenesulfonamide
• Synonyms: N-benzyl-1-naphthalenesulfonamide
• CAS NO: 71862-35-6
• Molecular Formula: C₁₇H₁₅NO₂S
• Molecular Weight: 297.3715
• Mol File: 71862-35-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-benzyl-1-naphthalenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-1-naphthalenesulfonamide(71862-35-6)
• EPA Substance Registry System: N-benzyl-1-naphthalenesulfonamide(71862-35-6)

Safety Data

• Hazardous Substances Data: 71862-35-6(Hazardous Substances Data)

Upstream product

• 85-46-1 1-Naphthalenesulfonyl chloride 
• 100-46-9 benzylamine 
• 606-25-7 naphthalene-1-sulfonamide 
• 100-51-6 benzyl alcohol 
• 88333-03-3 Benzyl isocyanide 
• 85-47-2 1-naphthalenesulfonic acid 
• 1950-75-0 naphthalene-1-sulfonyl bromide 

Relevant articles and documents

5-Aminonaphthalene derivatives as selective nonnucleoside nuclear receptor binding SET domain-protein 2 (NSD2) inhibitors for the treatment of multiple myeloma

Approximately 20% of multiple myeloma (MM) are caused by a chromosomal translocation t (4; 14) that leads to the overexpression of the nuclear receptor binding SET domain-protein 2 (NSD2) histone methyltransferase. NSD2 catalyzes the methylation of lysine 36 on histone H3 (H3K36me2) and is associated with transcriptionally active regions. Using high-throughput screening (HTS) with biological analyses, a series of 5-aminonaphthalene derivatives were designed and synthesized as novel NSD2 inhibitors. Among all the prepared compounds, 9c displayed a good NSD2 inhibitory activity (IC50 = 2.7 μM) and selectivity against both SET-domain-containing and non-SET-domain-containing methyltransferases. Preliminary research indicates the inhibition mechanism of compound 9c by significantly suppressed the methylation of H3K36me2. Compound 9c specifically inhibits the proliferation of the human B cell precursor leukemia cell line RS4:11 and the human myeloma cell line KMS11 by inducing cell cycle arrest and apoptosis with little cytotoxicity. It has been reported that the anti-cancer effect of compound 9c is partly achieved by completely suppressing the transcriptional activation of NSD2-targeted genes. When administered intraperitoneally at 25 mg/kg, compound 9c suppressed the tumor growth of RS4:11 xenografts in vivo and no body weight loss was detected in the tested SCID mice.

Manganese-Catalyzed N-Alkylation of Sulfonamides Using Alcohols

An efficient manganese-catalyzed N-alkylation of sulfonamides has been developed. This borrowing hydrogen approach employs a well-defined and bench-stable Mn(I) PNP pincer precatalyst, allowing benzylic and simple primary aliphatic alcohols to be employed as alkylating agents. A diverse range of aryl and alkyl sulfonamides undergoes mono-N-alkylation in excellent isolated yields (32 examples, 85% average yield).

A novel approach for the synthesis of alkyl and aryl sulfonamides

A novel approach for the synthesis of alkyl and aryl sulfonamides by the reaction of sulfonic acids, isocyanides and water in dichloromethane is reported at ambient temperature in excellent yields within 20 min. To the best of our knowledge this is the first report on the synthesis of this biologically important family using easily available sulfonic acids and isocyanides.