52737-36-7Relevant academic research and scientific papers
Synthesis, antitrichinnellosis and antiprotozoal activity of some novel thieno[2,3-d]pyrimidin-4(3H)-ones containing benzimidazole ring
Mavrova, Anelia Ts.,Vuchev, Dimitar,Anichina, Kameliya,Vassilev, Nikolay
experimental part, p. 5856 - 5861 (2011/01/03)
Some novel thieno[2,3-d]pyrimidin-4(3H)-ones containing benzimidazol-2-yl-thioethyl- and benzimidazol-2-yl-methanethioethyl moiety in second position of the pyrimidine ring were synthesized in order to determine their antitrichinellosis and antiprotozoal effects. The structures of the compounds were confirmed by IR, 1H NMR and elemental analysis. The antiparasitic screening showed that the benzimidazole derivatives of thieno[2,3-d]pyrimidin-4(3H)-ones exhibited higher activity against Trichinella spiralis in vitro in comparison albendazole. The most active compound, 2-[2-(5-nitro-1H-benzimidazol-1-yl)ethyl]-5,6,7,8-tetrahydro[1]benzothieno[2, 3-d]pyrimidin-4(3H)-one 22 revealed 95% activity at a dosage of 5 mg/kg mw after 24 h, while compounds 8 and 10 applied at the same dose showed efficacy of 90% after 48 h. The compound 2-{2-[(5(6)-nitro-1H-benzimidazol-2-yl)thio]ethyl}-5,6, 7,8-tetrahydro[1]-benzothieno[2,3-d]pyrimidin-4(3H)-one 11 exhibited 90% efficacy after 24 h. The pharmaco-therapeutic study in vivo on invaded with Lamblia muris white mice showed 100% effectiveness of the compounds 8, 10, 11, 13-15 and 22, 23 after five-days-treatment course.
ACTIVITE ESTEROLYTIQUE DE COMPOSES ASSOCIANT UNE FONCTION THIOL ET UNE BASE HETEROCYCLIQUE. EXEMPLES DE PROCESSUS BIFONCTIONNEL
Brembilla, Alain,Roizard, Denis,Lochon, Pierre
, p. 577 - 588 (2007/10/02)
The synthesis of 19 compounds associating a thiol function and a basic heterocycle (i.e. benzimidazole, pyridine, thiazole) is described.Their esterolytic activity towards para nitrophenyl acetate (PNPA) is compared with that of simple monofunctional thiols.The influence of the substituents and of the nature of the basic heterocycle shows that the apparition of a cooperative effect depends both on the relative pKa values (thiol and heterocyclic) and on the possibility of proton exchange via the heterocyclic moiety.Examples of bifonctional process are reported in the case of benzimidazolylmethanethiol compounds, due to a basic assistancce on the neutral form of the thiol function.
