14247-06-4Relevant academic research and scientific papers
Design, synthesis and anti-acetylcholinesterase evaluation of some new pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine derivatives
Romdhane, Anis,Said, Abderrahim Ben,Cherif, Maher,Jannet, Hichem Ben
, p. 1358 - 1368 (2016/07/06)
The target new hybrid molecule types pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines phosphonates 4 and 2-(coumarin-3’’-yl)-7-phenylpyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines 5 were prepared via Michaelis–Arbuzov rearrangement (Arbuzov reaction) of pyrazolotriazolopyrimidines chloride 3a–c, with trialkyl phosphate and Knoevenagel reaction of 2-cyanomethyl derivatives 3d–f with salicylic aldehyde, respectively. The precursors 3 were obtained in two steps starting from aminopyrazole 1. Target compounds 4 and 5 were completely characterized by 1H NMR, 13C NMR, 31P NMR, IR and HRMS. The anti-acetylcholinesterase activity of compounds 4 and 5 was evaluated, and results found indicated that they have possessed significant activities (IC50?=?1.73–39.86?μM), and the preliminary SAR of these compounds was investigated.
Synthesis and pharmacological evaluation of pyrazolopyrimidopyrimidine derivatives: Anti-inflammatory agents with gastroprotective effect in rats
Karoui, Amine,Allouche, Fatma,Deghrigue, Monia,Agrebi, Asma,Bouraoui, Abderrahman,Chabchoub, Fakher
, p. 1591 - 1598 (2014/03/21)
We report the synthesis of new anti-inflammatory 1,7- dihydropyrazolo[3′,4′:4,5]pyrimido[1,6-a]pyrimidine 5 from aminocyanopyrazole. All compounds were characterized by physical, chemical and spectral studies. Preliminary pharmacological evaluation of the resulting products showed that compounds 5a, b, f (50-100 mg/kg, i.p) are active anti-inflammatory agents in carrageenan-induced rat paw oedema assay, and their effects are comparable to that of acetylsalicylic-lysine (300 mg/kg, i.p.), used as a reference drug. The nature of substituent (Y, R3) had a pronounced effect on the anti-inflammatory activity. Studies of structure-activity relationships have led to selection of compound ethyl-3,5-dimethyl-7-imino-N 1-phenyl-1,7-dihydropyrazolo[3′, 4′:4,5]pyrimido[1,6-a]pyrimidine-6-carboxylate, 5f which exhibited the most potent anti-inflammatory activity. In addition, the compounds 5a, b, f showed a significant gastroprotective effect against HCl/EtOH-induced gastric ulcer.
Synthesis of new pyrazole and antibacterial pyrazolopyrimidine derivatives
Rahmouni, Ameur,Romdhane, Anis,Ben Said, Abderrahim,Majouli, Kaouther,Ben Jannet, Hichem
, p. 210 - 221 (2014/04/03)
3-Substituted-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amines 2a-c were synthesized by treating 5-aminopyrazole- 4-carbonitriles 1a-c with formamide. The reactivity of compounds 1a-c towards some cyclic anhydrides was studied. The condensation of 5-aminopyrazole-4-carbonitrile 1b with triethylorthoformate gives imidate 7b, which reacts with a series of primary amines and leads to pyrazolo[3,4-d]pyrimidine-4-amines 9 and 10. The reaction of imidate 7b with ammonia and hydroxylamine afforded pyrazolopyrimidine 2b and pyrazolo[3,4-d]pyrimidin-5-(4H) -ol 11, respectively. The synthesized compounds were completely characterized by 1H NMR, 13C NMR, IR, and HRMS. The antibacterial activity of some new synthesized compounds was evaluated and appeared to be signiflcant. Tubitak.
