Synthesis and inhibitory effect on platelet aggregation of 2-phenyl-1(2H)-phthalazinone derivatives.

Palladium-Catalyzed Phthalazinone Synthesis Using Paraformaldehyde as Carbon Source

“…A 10 mL oven-dried reaction vessel was charged with Pd(TFA) 2 (3.3 mg, 0.01mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos, 11.6 mg, 0.02 mmol), K 2 CO 3 (33.0 mg, 0.24 mmol), methyl 2-bromobenzoate (1a, 28.0 μL, 0.2 mmol), paraformaldehyde (12.0 mg, 0.4 mmol ) and phenylhydrazine (2a, 39.3 μL, 0.4 mmol). The reaction with toluene (0.6 mL) was added to the sealed reaction vessel by syringe.…”

Synthesis and Investigation of Phthalazinones as Antitubercular Agents

“…Next, bromo‐phthalide 25 was reacted with phenylhydrazinium chloride to give phthalazinone 26 , of which a crystal structure was obtained to unequivocally confirm the configuration of the product (Scheme ). The iron‐mediated reduction of 26 then yielded the desired amino‐phthalazinone 27 . Similarly, treatment of nitro‐phthalide 25 with hydrazine hydrate gave phthalazinone 28 , which was then alkylated using propargyl bromide or 1‐bromoheptane to give propargyl‐phthalazinone 29 and heptyl‐phthalazinone 31 , respectively, in good to excellent yield.…”

“…The ironmediated reduction of 26 then yieldedt he desired aminophthalazinone 27. [39] Similarly,t reatment of nitro-phthalide 25 with hydrazine hydrate gave phthalazinone 28,w hich was then alkylated using propargyl bromide or 1-bromoheptane to give propargyl-phthalazinone 29 and heptyl-phthalazinone 31, respectively,i ng ood to excellent yield. These two alkylated phthalazinones were then reduced, with 7-amino-2-propargylphthalazin-1(2H)-one (30)a nd 7-amino-2-heptylphthalazin-1(2H)-one( 32)b eing obtained in 88 %a nd 98 %y ield from their respective nitro-functionalised precursors.…”

Pharmacological activities of various phthalazine and phthalazinone derivatives

“…The 4-substituted phthalazinone derivatives with possible antibacterial activity (Kassem et al, 1989) was reported and platelet aggregation of 2-phenyl-1(2H)phthalazinonederivatives also revealed inhibitory effects (Sugimoto et al, 1985). 7-Ethoxycarbonyl-4-hydroxymethyl-6,8-dimethyl-1(2H)-phthalazinone (EG 626) (0.3-3 mg/kg i.v.…”