Identification and synthesis of [1,2,4]triazolo[3,4-a]phthalazine derivatives as high-affinity ligands to the α2δ-1 subunit of voltage gated calcium channel

Nucleophilic substitution reactions, molecular aggregation, structure and lipophilicity of 6-chloro-3-chloromethyl-1,2,4-triazolo[4,3-b]pyridazine

“…The structures of 1:CH 3 COOH and 9 resemble each other: they both crystallize in monoclinic space group P2 1 /c, have similar shapes of the unit cells, and the molecules are arranged into sheets and the 1,2,4-triazolo [4.3-b]pyridazine moieties are similarly oriented, as shown in Figure 2. However, the molecular sheets are parallel to crystallographic planes (100) in 1:CH 3 COOH, and to crystallographic plane (102) in 9 ( Figure 3). These isostructural features are surprising, because the strongest interactions binding the molecules within the sheets are different: OH···N hydrogen bonds in 1:CH 3 COOH, and O···Cl halogen bridges and weak CH···N bonds in 9.…”

“…According to those reports, all the derivatives investigated are antagonistic for the GABAA receptors, and therefore they may also exhibit sedative and anticonvulsant activity. [2][3][4] In rats, azolopyridazines lowered blood pressure with no effects on the heart rate.…”

Phosphomolybdic Acid (PMA)–SiO2 as a Heterogeneous Solid Acid Catalyst for the One‐Pot Synthesis of 2H‐Indazolo[1,2‐b]phthalazine‐triones

“…Among a large variety of N-containing heterocyclic compounds, heterocycles containing hydrazine moieties as fusion site have received considerable attention because of their pharmacological properties and clinical applications [2]. Moreover, fused phthalazines have been found effective for the inhibition of p38 MAP kinase [3], for selective binding of GABA receptor [4], and as anti-anxiety drug [5], antitumor agent [6], and high-affinity ligand to the a2d-1 subunit of calcium channel [7]. Fused phthalazine derivatives also possess some biological activities such as anticonvulsant [8], cardiotonic [9], and vasorelaxant [10].…”

Magnetic Nanoparticle Immobilized N-Propylsulfamic Acid as a Recyclable and Efficient Nanocatalyst for the Synthesis of 2H-indazolo[2,1-b]phthalazine-triones in Solvent-Free Conditions: Comparison with Sulfamic Acid

“…13 Fused phthalazine derivatives also possess some biological activities such as anticonvulsant, 14 cardiotonic, 15 and vasorelaxant. 16 Although several reports on the synthesis of phthalazines fused with indazole have been published.…”