16174-75-7

Upstream product

• 16174-74-6 2-[2-(p-tolylsulfenyl)phenyl]acetonitrile 
• 18698-96-9 o-iodophenylacetic acid 
• 106-45-6 para-thiocresol 
• 15774-73-9 2-(4'-methylphenylsulfanyl)benzoic acid 
• 16174-73-5 2-(p-tolylsulfanyl)benzyl chloride 
• 16174-72-4 2-(4-methylthiophenoxy)benzyl alcohol 
• 88-67-5 2-Iodobenzoic acid 
• 10486-08-5 sodium p-thiocresolate 

Downstream Products

• 207349-81-3 1-(3,4-Dihydro-2H-quinolin-1-yl)-2-(2-p-tolylsulfanyl-phenyl)-ethanone 
• 207349-95-9 N-tert-Butyl-N-cyclohex-1-enylmethyl-2-(2-p-tolylsulfanyl-phenyl)-acetamide 
• 207350-08-1 N-tert-Butyl-2-(2-p-tolylsulfanyl-phenyl)-N-(2-trimethylsilanylmethyl-allyl)-acetamide 
• 207349-92-6 N-tert-Butyl-N-furan-3-ylmethyl-2-(2-p-tolylsulfanyl-phenyl)-acetamide 
• 207349-85-7 N-tert-Butyl-N-(3-methoxy-benzyl)-2-(2-p-tolylsulfanyl-phenyl)-acetamide 
• 207349-83-5 N-Benzyl-N-tert-butyl-2-(2-p-tolylsulfanyl-phenyl)-acetamide 
• 207349-82-4 N-Benzyl-N-methyl-2-(2-p-tolylsulfanyl-phenyl)-acetamide 
• 33117-71-4 5,6-dihydro-1-phenyl-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one 
• 3335-97-5 1-methyl-3-phenylindolin-2-one 
• 172470-07-4 1-Methyl-3-(2-p-tolylsulfanyl-phenyl)-1,3-dihydro-indol-2-one 
• 172470-06-3 N-Methyl-N-phenyl-2-[2-(toluene-4-sulfinyl)-phenyl]-acetamide 
• 172470-16-5 N-Benzyl-N-methyl-2-[2-(toluene-4-sulfinyl)-phenyl]-acetamide 
• 172470-13-2 N-Benzyl-N-tert-butyl-2-[2-(toluene-4-sulfinyl)-phenyl]-acetamide 
• 172470-14-3 N-tert-Butyl-N-furan-3-ylmethyl-2-[2-(toluene-4-sulfinyl)-phenyl]-acetamide 

Relevant academic research and scientific papers

DIHYDROBENZO[B][1]BENZOTHIEPIN COMPOUNDS USEFUL IN THERAPY

The present invention relates to the use of a compound of formula (I), to decrease or inhibit, in vitro or ex vivo, the Patched receptor drug efflux activity, in particular the chemotherapeutic drug efflux activity and chemotherapy resistance. The present disclosure further relates to uses of such compounds, in particular to prepare a pharmaceutical composition to allow or improve the efficiency of a therapy of cancer in a subject in need thereof. The compound of the invention can indeed be advantageously used, in combination with at least one chemotherapeutic drug, for treating cancer, for preventing cancer metastasis and/or for preventing cancer recurrence in a subject.

ARYL SULFONAMIDE DERIVATIVES AND METHODS OF THEIR USE

Compounds of formula (I) and pharmaceutically acceptable salt thereof, which are modulators of secreted frizzled related protein-1, are disclosed. The compounds, and compositions containing the compounds, can be used to treat various diseases and disorders, including osteoporosis, arthritis, chronic obstructive pulmonary disease, cartilage defects, bone fractures, leiomyoma, acute myeloid leukemia, wound healing, prostate cancer, autoimmune inflammatory disorders, such as Graves ophthalmopathy, and combinations thereof.

Additive and Vinylogous Pummerer Reactions of Amido Sulfoxides and Their Use in the Preparation of Nitrogen Containing Heterocycles

The α-thiocarbocation generated from the Pummerer reaction of N-methyl-N-phenyl-2-[2-(toluene-4-sulfinyl)phenyl]acetamide undergoes Friedel-Crafts reaction at the γ-carbon with the tethered aromatic ring. Reductive removal of the phenylthio group from the resulting product using Raney nickel occurs in high yield, and the overall reaction represents a new method for the synthesis of a variety of 3-phenyl-substituted oxindoles. Treatment of the related N-benzyl-N-alkyl amido sulfoxide system with trifluoroacetic anhydride affords tetrahydroisoquinolone derivatives. The product distribution encountered coincides with the rotamer population of the starting amide. When the N-benzyl-N-methyl amide is used, only the normal Pummerer product is formed. In this case, the thionium ion is generated in the wrong conformation for π-cyclization to occur. The corresponding N-tert-butyl amido system, however, exists in a geometric orientation which places the benzylic group in the crucial conformation necessary for π-cyclization, and consequently, the reaction proceeds smoothly. Related cyclization reactions occur in good yield with the corresponding furanyl and cyclohexenyl N-tert-butyl amido sulfoxides. The additive Pummerer reaction of 3-phenylsulfinyl-N-benzyl-N-tert-butylacrylamide gave products derived from both 5- and 6-exo trig cyclizations. Intramolecular electrophilic aromatic substitution via six-membered ring closure ultimately afforded a dihydropyridone. The competitive process involving ipso attack of the aromatic ring on the thionium ion generates a spiro cyclohexadienyl cation that undergoes fragmentation of the adjacent σ-bond. The resulting acyl iminium ion is converted to N-tert-butyl-2-phenyl-3-phenylsulfinylacrylamide upon aqueous workup. Only cyclizations leading to five-membered rings occur with the corresponding indolyl and alkenyl N-tert-butyl amido sulfoxides.