Application In Synthesis of 1-Thiophen-2-yl-ethanoneIn 2019 ,《Divergent synthesis and evaluation of the in vitro cytotoxicity profiles of 3,4-ethylenedioxythiophenyl-2-propen-1-one analogues》 was published in ChemMedChem. The article was written by Karunakaran, Jayachandran; Dhatchana Moorthy, Nachiappan; Chowdhury, Somenath Roy; Iqbal, Saleem; Majumder, Hemanta K.; Gunasekaran, Krishnasamy; Vellaichamy, Elangovan; Mohanakrishnan, Arasambattu K.. The article contains the following contents:
A new series of thiophene derivatives I [R = (E)-3,4,5-tri-MeOC6H2CH=CHC(O), 3,4,5-tri-MeOC6H2C(O), 2-amino-6-(4-bromophenyl)pyrimidin-4-yl, etc.; R1 = H, Me; R2 = H; R1R2 = O(CH2)2O; R3 = H, 2-thienyl] were synthesized by condensation reaction and evaluated for their in vitro cytotoxicity effects against five human cancer cell lines. Preliminary structure-activity relationships of compounds I were also established. The 3,4-ethylenedioxythiophene (EDOT)-appended enones demonstrated significant cytotoxicity against human cancer cell lines. The most active compound I [R = (E)-3,4,5-tri-MeOC6H2C(O)CH=CH; R1R2 = O(CH2)2O; R3 = H] (GI50=110 nM), severely inhibited clonogenic potential of cancer cells and induced cell-cycle arrest in G2/M phase and caused an accumulation of HCT116 colon cancer cells with >4 N DNA content. Also, compound I [R = (E)-3,4,5-tri-MeOC6H2C(O)CH=CH; R1R2 = O(CH2)2O; R3 = H] exhibited weak inhibition of the enzymic activity of human topoisomerase I. Mol. docking studies indicated preferential binding of the compounds I to ATP-binding pocket of human checkpoint 2 kinase (Chk2) catalytic domain, thus, identifying a novel diaryl 2-propenone chemotype for development of potent inhibitors of Chk2. The results came from multiple reactions, including the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Application In Synthesis of 1-Thiophen-2-yl-ethanone)
1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Application In Synthesis of 1-Thiophen-2-yl-ethanone
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem