Aldehyde oxidase (AOX) is a cytosolic enzyme expressed across a wide range of species, including guinea pig and rhesus monkey. These species are believed to be the best preclinical models for studying human AOX-mediated metabolism. We compared AOX activity in rhesus monkeys, guinea pigs, and humans using phthalazine and N-[2-(dimethylamino)ethyl]acridone-4-carboxamide (DACA) as substrates and r...

The title compound, C(8)H(5)BrN(2)·0.5H(2)O, is a phthalazine derivative synthesized from 3-bromo-benzene-1,2-dicarbaldehyde and hydrazine. The mol-ecule is essentially planar, the deviation from the mean plane of the phthalazine ring being 0.015 (3) Å. The O atom of the solvent water mol-ecule is situated on a twofold rotation axis. In the crystal, O-H⋯N hydrogen bonds and short N⋯Br [2.980 (3...

The Brønsted acidic ionic liquid ([BMIm]HSO4) catalyzed three-component synthesis of 2H-indazolo[2,1-b]phthalazine-trione derivatives at room temperature. The integrity of the ionic liquid remains reasonably unchanged when it is separated from the reaction mixture by water extraction, as it can be recycled several times without any loss of activity in each of the title syntheses. The products a...

This study investigated the anticonvulsant activity of a new phthalazine tetrazole derivative, QUAN-0808 (6-(4-chlorophenoxy)-tetrazolo[5,1-a]phthalazine), in the mouse maximal electroshock (MES) seizure model. The neurotoxicity of QUAN-0808 was investigated using the rotarod neurotoxicity test in mice. QUAN-0808 exhibited higher activity (median effective dose, ED(50) = 6.8 mg/kg) and lower ne...

Aldehyde oxidase (AOX) is a cytosolic enzyme expressed across a wide range of species, including guinea pig and rhesus monkey. These species are believed to be the best preclinical models for studying human AOX-mediated metabolism. We compared AOX activity in rhesus monkeys, guinea pigs, and humans using phthalazine and N-[2-(dimethylamino)ethyl]acridone-4-carboxamide (DACA) as substrates and r...

The reaction of [Ir(IMes)(COD)Cl], [IMes 1⁄4 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, COD 1⁄4 1,5cyclooctadiene] with pyridazine (pdz) and phthalazine (phth) results in the formation of [Ir(COD)(IMes)(pdz)]Cl and [Ir(COD)(IMes)(phth)]Cl. These two complexes are shown by nuclear magnetic resonance (NMR) studies to undergo a haptotropic shift which interchanges pairs of protons within th...

In the title mol-ecule, C(22)H(16)N(2)O, the tolyl and benzoyl rings make dihedral angles 50.2 (5) and 56.4 (5)°, respectively, with the phthalazine ring system while the dihedral angle between the tolyl and benzoyl rings is 0.70 (4)°. The crystal structure is stabilized by inter-molecular C-H⋯O and C-H⋯N hydrogen bonds, as well as weak C-H⋯π inter-actions.

The elaboration of the first organophosphorus-catalyzed diaza-Wittig reaction is reported. This catalytic reaction is applied to the synthesis of substituted pyridazine and phthalazine derivatives bearing electron-withdrawing groups with good to excellent yields from substrates containing a diazo functionality as the starting material and a phospholene oxide as the catalyst.

In this investigation a simple synthetic method for the synthesis of trifluoromethyl-1H-benzo[e][1,2,4]triazolo[1,2-a][1,2,4]triazine-1,3(2H)-diones and (trifluoromethyl)benzo [5,6][1,2,4]triazino[1,2-b]phthalazine-8,13-diones has been developed using urazole or phthalazine and aceteimidoyl chloride derivatives at room temperature under ultrasound irradiations. In the comparison to the conventi...