A green microwave method for synthesizing a more stable phthalazin-1-ol isomer as a good anticancer reagent using chemical plasma organic reactions

Abstract

s Conventional synthesis of the phthalazine has already allowed affording the phthalazin-1-one phthalazin-1-ol dynamic equilibrium that decreases the anticancer activity due to diminishing the concentration of the phthalazin-1-ol product. Nowadays, pure phthalazin-1-ol ( 5 ) can be gaining by using green microwave tools that increase the power of the phthalazine nucleus as an anticancer drug. A microscopic thermal kinetic parameter like activation energy and the pre-exponential factor of the chemical plasma organic reactions affording pure phthalazin-1-ol (5) is calculated by using DFT simulation is obtained. Then we fed these parameters into the exact Arrhenius model to evaluate the distribution of chemical equilibrium conditions for producing phthalazin-1-ol. The proposed novel models that matching between microscopic and macroscopic show that the thermal stability of the equivalent temperature of phthalazin-1-ol is more stable than phthalazinone-1-one ( 4 ) in case of using plasma organic effect (green microwave) at 485 K. The structures of the prepared compounds were explained by physical and spectral data like FT-IR, 1H-NMR. Moreover, the theoretical calculations of Gibbs entropy of the phase transfer confirmed the equilibrium state of phthalazin-1-ol with the experimental result is achieved. Briefly, we introduce a good study for obtaining more stable phthalazin-1-ol isomer by using a green microwave method which is considered as good anticancer reagents of phenolic group (OH) and p-propenyl-anisole precursor as anise oil analogous.

Role of pharmacological active phthalazine scaffolds in medicinal chemistry

“…A series of 6-phenoxy- [1,2,4] most active compounds as compared to the reference drug indomethacin [37].…”

“…Several 1,2,4-triazolo [3,4-a]phthalazine derivatives (10i) were exhibited antimicrobial activities against pathogenic microbes [57]. Various [1,2,4]triazolo [3,4-a]phthalazine (10i) and tetrazolo[5,1-a]phthalazine derivatives (10j) bearing substituted piperazine moieties were exhibited positive inotropic effects [58]. Some 4-benzyl-1-(2H)-phthalazinone derivatives (10k) were exhibited androgen receptor antagonists [59].…”

“…were exhibited potential VEGFR-2 inhibitor and anticancer activities [61] A series of 6-phenoxy- [1,2,4]triazolo [3,4-a]phthalazine-3-carboxamide derivatives (10n) were exhibited antiinflammatory activity [62]. Some…”

“…Due to their broad application for the treatment of a variety of disorders, phenazine derivatives are attractive therapeutic candidates. Several types of studies have been conducted on the pharmacology of phthalazine derivatives, with several contributions in a variety of fields [1][2][3][4][5]. The chemistry of phthalazine is well-known, and it is frequently employed as an intermediate in the synthesis of numerous compounds in organic chemistry.…”

“…triazolo[3,4-a]phthalazine-3-carboxamide derivatives were synthesized as potent anti-inflammatory agents, which acted on tumor necrosis factor (TNF-α) as inhibitors of NF-κB activation. The compounds 6-(3-tolyloxy)-[1,2,4]triazolo[3,4-a]phthalazine-3-carboxamide (2c) was showed more prominent anti-inflammatory activity than other compounds, with similar activities as the reference drug dihydrotanshinone. Compound 2c was showed the lowest cellular toxicity among the tested compounds.…”