117657-55-3Relevant academic research and scientific papers
New platelet aggregation inhibitors based on pyridazinone moiety
Costas, Tamara,Costas-Lago, María Carmen,Vila, Noemí,Besada, Pedro,Cano, Ernesto,Terán, Carmen
, p. 113 - 122 (2015)
New series of pyridazinone derivatives (4, 5 and 6) were synthesized in good yields following a synthetic strategy based on singlet oxygen oxidation of alkyl furans, in which a suitable β(α)-substituted γ ghydroxybutenolide (10 or 11) or a bicyclic lactone (12 or 13) was the key intermediate. The synthesized compounds were tested in vitro as antiplatelet agents and some of them (compounds 4b, 4d and 5b) exhibited potent inhibitory effects on collagen-induced platelet aggregation with IC50 values in the low μM range. Studies performed with the most active compound of these series (4b) demonstrated its lack of activity as inhibitor of platelet aggregation induced by other agonists as thrombin, ionomycin or U- 46619 suggesting a selective action on the biochemical mechanisms triggered by collagen in the platelets.
THE 1,4 CO SILYL MIGRATIONS OF VARIOUS FURAN AND THIOPHENE SYSTEMS
Spinazze, Patrick G.,Keay, Brian A.
, p. 1765 - 1768 (1989)
2-Trialkylsilyl-3-hydroxymethyl-furans and -thiophenes undergo a 1,4 CO silyl migration when treated with bases containing either potassium or sodium counterions to produce 3furans and -thiophenes in excellent yields.
Regioselective Preparation of 2,4-, 3,4-, and 2,3,4-Substituted Furan Rings. 1. [1,4] O → C and [1,4] C → O Silyl Migrations of Silyl Ethers and Esters Attached to Furan and Thiophene Rings
Bures, Edward,Spinazze, Patrick G.,Beese, Giovanna,Hunt, Ian R.,Rogers, Christine,Keay, Brian A.
, p. 8741 - 8749 (2007/10/03)
[1,4] O → C and [1,4] C → O rearrangements are described for a variety of furans and thiophenes. Treatment of 3-((silyloxy)methyl)furans and -thiophenes with n-BuLi in HMPA provided 2-silylated-3-(hydroxymethyl)furans and -thiophenes in good to excellent yields. The reaction was shown by crossover studies to proceed via an intramolecular [1,4] O → C silyl migration. Silyl esters of 3-furoic acids also underwent an intramolecular [1,4] O → C silyl migration to provide 2-silylated-3-furoic acids in moderate to good yield when treated with a mixture of LDA and HMPA. Finally, the above silyl migrations were shown to be reversible. Treatment of 2-silylated-3-(hydroxymethyl)-furans and -thiophenes with NaH in DMF provided 3-((silyloxy)methyl)furans and -thiophenes in excellent yields via a [1,4] C → O silyl migration. The [1,4] C → O silyl migration was also shown to be an intramolecular process by a crossover study.
