4640-66-8Relevant articles and documents
Pyrolytic behavior of substituted N-aminoheteroaromatics: Synthesis of pyrazolo[1,5-a]pyridine and 3-substituted 3-oxo-propionitrile derivatives
Al-Awadi, Nouria A.,Abdelkhalik, Mervat,Patel, Mehul,Dib, Hicham H.
, p. 989 - 992 (2007)
(Chemical Equation Presented) Flash vacuum pyrolysis (FVP) of 1,7-bis-(3-aroylideneamino)-4,6,10,12-tetramethyl-2,8-dioxo-1, 7-diazacyclododeca-3,5,9,11-tetraene-3,9-dicarbonitriles 11a-c at 650°C and 0.02 Torr yielded 5,7-dimethyl-3-(4-methylbenzoyl)-pyrazolo[1,5-a]pyridine-4- carbonitrile 14, 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile 16 and 3-aryl-3-oxo-propionitriles 17a,b. A plausible mechanism is suggested to account for the formation of the products.
One-pot three-component synthesis of novel pyrazolo[3,4-b]pyridines as potent antileukemic agents
Abdel-Aziz, Hatem A.,Barghash, Reham F.,Eldehna, Wagdy M.,Kovalová, Markéta,Kry?tof, Vladimír,Vojá?ková, Veronika
, (2021/11/04)
In the current study, we report on the development of novel series of pyrazolo[3,4-b]pyridine derivatives (8a-u, 11a-n, and 14a,b) as potential anticancer agents. The prepared pyrazolo[3,4-b]pyridines have been screened for their antitumor activity in vitro at NCI-DTP. Thereafter, compound 8a was qualified by NCI for full panel five-dose assay to assess its GI50, TGI and LC50 values. Compound 8a showed broad-spectrum anti-proliferative activities over the whole NCI panel, with outstanding growth inhibition full panel GI50 (MG-MID) value equals 2.16 μM and subpanel GI50 (MG-MID) range: 1.92–2.86 μM. Furthermore, pyrazolo[3,4-b]pyridines 8a, 8e-h, 8o, 8u, 11a, 11e, 11h, 11l and 14a-b were assayed for their antiproliferative effect against a panel of leukemia cell lines (K562, MV4-11, CEM, RS4;11, ML-2 and KOPN-8) where they possessed moderate to excellent anti-leukemic activity. Moreover, pyrazolo[3,4-b]pyridines 8o, 8u, 14a and 14b were further explored for their effect on cell cycle on RS4;11 cells, in which they dose-dependently increased populations of cells in G2/M phases. Finally we analyzed the changes of selected proteins (HOXA9, MEIS1, PARP, BcL-2 and McL-1) related to cell death and viability in RS4;11 cells via Western blotting. Collectively, the obtained results suggested pyrazolo[3,4-b]pyridines 8o, 8u, 14a and 14b as promising lead molecules for further optimization to develop more potent and efficient anticancer candidates.
Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions
Sharma, Pawan K.,Kumar, Rajiv,Ram, Sita,Chandak, Navneet
supporting information, p. 1847 - 1856 (2021/04/26)
A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.
