71862-34-5

Basic information

• Product Name: N-methyl-1-naphthalenesulfonamide
• Synonyms: N-methyl-1-naphthalenesulfonamide
• CAS NO: 71862-34-5
• Molecular Formula: C₁₁H₁₁NO₂S
• Molecular Weight: 221.27554
• Mol File: 71862-34-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-methyl-1-naphthalenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-1-naphthalenesulfonamide(71862-34-5)
• EPA Substance Registry System: N-methyl-1-naphthalenesulfonamide(71862-34-5)

Safety Data

• Hazardous Substances Data: 71862-34-5(Hazardous Substances Data)

Upstream product

• 85-46-1 1-Naphthalenesulfonyl chloride 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 1620220-88-3 1,3-dimethyl-1-(tosylmethyl)-1H-benzo[e]indol-2(3H)-one 
• 134133-54-3 N-methyl-N-<3-(4-phenyl-1,2,3,6-tetrahydropyridyl)propyl>-1-naphthalenesulfonamide 

Relevant articles and documents

Antiproliferative activities and SAR studies of substituted anthraquinones and 1,4-naphthoquinones

STAT3 is constitutively active in a large variety of cancers. The search for STAT3 inhibitors led to the discoveries of LLLs 3 and 12, which are substituted anthraquinones. LLL12 is an extremely potent compound that exhibits high levels of antiproliferative activity. Herein the synthesis and evaluation of compounds containing either an anthraquinone or 1,4-naphthoquinone moiety are reported. Analogs were evaluated in several cancer cell lines. Interestingly, it was found that the anthraquinones did not follow the same trends as the 1,4-naphthoquinones in regards to potency. LLL12, which contains a sulfonamide at position 1, was found to be the most potent of the anthraquinones. In contrast, the methyl ketone and methyl ester derivatives (LLLs 3.1 and 5.1) were found to be the most potent of the 1,4-naphthoquinones. Selected 1,4-naphthoquinones were also evaluated in the STAT3 fluorescence polarization assay in order to evaluate their abilities to bind to the STAT3 SH2 domain. They were found to have similar affinities, and their activities suggest that STAT3 is one of their molecular targets.

Compound as well as preparation method and application thereof

The invention relates to the field of medicinal chemistry and pharmacotherapeutics, in particular to a compound as well as a preparation method and an application thereof, and belongs to the technical field of pharmacy, the compound is a compound shown in a formula I or a formula II, or pharmaceutically acceptable salt or ester thereof, and application of the compound in preparation of medicines for preventing and/or treating diseases related to lung cancer.

N-Aroylsulfonamide-Photofragmentation (ASAP)-A Versatile Route to Biaryls

The photochemical fragmentation of N-aroylsulfonamides 9 (ASAP) is a powerful method for the preparation of various biaryls. Compounds 9 are easily accessible in two steps from amines by treatment with arenesulfonyl chlorides and aroyl chlorides. Many of these compounds were prepared for the first time. The irradiation takes place in a previously developed continuous-flow reactor using inexpensive UVB or UVC fluorescent lamps. Isocyanates and sulphur dioxide are formed as the only by-products. The ASAP tolerates a variety of functional groups and is even suited for the preparation of phenylnaphthalenes and terphenyls. The ASAP mechanism was elucidated by interaction of photophysical and quantum chemical (DFT) methods and revealed a spirocyclic biradical as key intermediate.