Design, synthesis, AChE/BChE inhibitory activity, and molecular docking of spiro[chromeno[4,3-b]thieno[3,2-e]pyridine]-7-amine tacrine hybrids was written by Kappenberg, Yuri G.;Nogara, Pablo A.;Stefanello, Felipe S.;Moretto, Luis Henrique;Santos, Patricia M.;Rocha, Joao. B. T.;Zanatta, Nilo;Martins, Marcos. A. P.;Bonacorso, Helio G.. And the article was included in Journal of Molecular Structure in 2022.Synthetic Route of C8H8N2S This article mentions the following:
A new series of 12 examples of spiro[chromeno[4,3-b]thieno[3,2-e]pyridine]-7-amines tacrine hybrids were designed and synthesized as cholinesterase inhibitors. These new compounds were synthesized at 20-33% yields by a one-pot two-step cyclocondensation reaction of 2-aminothiophene-3-carbonitriles with spiro[chroman-2,10-cycloalkan]-4-ones using AlCl3 as the catalyst without solvent and under conventional thermal heating. Subsequently, these new tacrine hybrids were subjected to AChE and BChE inhibitory activity evaluation and mol. docking studies. In vitro cholinesterase assays and in silico docking indicated that all new tacrine analgs were not AChE inhibitors. However, the mols. without a carbocyclic moiety geminated to the thiophene ring, i.e., spiro scaffolds that originated from cyclopentanone , cyclohexanone , and cycloheptanone showed the highest inhibitory potency against the BChE enzyme, thereby proving to be promising candidates for evaluation in Alzheimer’s disease synthetic models. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Synthetic Route of C8H8N2S).
2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Synthetic Route of C8H8N2S
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts