Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? was written by Terzic, Natasa;Konstantinovic, Jelena;Tot, Miklos;Burojevic, Jovana;Djurkovic-Djakovic, Olgica;Srbljanovic, Jelena;Stajner, Tijana;Verbic, Tatjana;Zlatovic, Mario;Machado, Marta;Albuquerque, Ines S.;Prudencio, Miguel;Sciotti, Richard J.;Pecic, Stevan;D’Alessandro, Sarah;Taramelli, Donatella;Solaja, Bogdan A.. And the article was included in Journal of Medicinal Chemistry in 2016.Quality Control of Methyl 5-bromobenzo[b]thiophene-2-carboxylate This article mentions the following:
The syntheses and antiplasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are described. The compounds exhibited pronounced in vitro and in vivo activity against Plasmodium berghei in the Thompson test. Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinolines that act as intrahepatocytic parasite inhibitors, with compound 25 having an IC50 = 0.31 μM and reducing the liver load in mice by up to 92% at 80 mg/kg dose. Screening our peroxides as inhibitors of liver stage infection revealed that the tetraoxane pharmacophore itself is also an excellent liver stage P. berghei inhibitor (78: IC50 = 0.33 μM). Up to 91% reduction of the parasite liver load in mice was achieved at 100 mg/kg. Examination of tetraoxane 78 against the transgenic 3D7 strain expressing luciferase under a gametocyte-specific promoter revealed its activity against stage IV-V Plasmodium falciparum gametocytes (IC50 = 1.16 ± 0.37 μM). To the best of our knowledge, compounds 25 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors. In the experiment, the researchers used many compounds, for example, Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0Quality Control of Methyl 5-bromobenzo[b]thiophene-2-carboxylate).
Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Quality Control of Methyl 5-bromobenzo[b]thiophene-2-carboxylate
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem