Synthesis and biological evaluation of 3-O-substituted 1-benzyl-6-oxo-1,6-dihydropyridazine derivatives

On the basis of 2-benzyl-6-hydroxypyridazin-3(2 H)-one, a series of its novel O-substituted (including 6-(1,3,5-triazin-2-yl)oxy) derivatives is prepared. It is proven that the substitution reactions in the initial compound occur mainly at the oxygen atom of the hydroxy group. On the basis of the obtained oxy-aceto(propane)hydrazides, the corresponding azides and anilides are synthesized. A series of 2-[(1-benzyl-6-oxo-1,6-dihydropyridazin-3-yl)oxy]- N′-(substituted benzylidene)aceto(propane)hydrazides is obtained via the reaction of various aromatic aldehydes with the same hydrazides. Heterocyclization of the latter affords compounds with a combination of pyridazine and 1,3,4-oxadiazole rings in the molecule. The reaction of oxy-acetohydrazide with potassium thiocyanate and a mixture of CS2/KOH leads to potassium salts of 2-{[(1-benzyl-6-oxo-1,6-dihydropyridazin-3-yl)oxy]methyl}hydrazine-1-carbothioamide and 2-{2-[(1-benzyl-6-oxo-1,6-dihydropyridazin-3-yl)oxy]acetyl}hydrazine-1-carbodithioic acid, respectively. Acid hydrolysis of the latter affords 2-benzyl-6-[(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl)methoxy]pyridazin-3(2 H)-one.

Ultrasonic Studies on the Nature of Molecular Interaction of Synthesized Mannich Bases in DMSO at Different Temperatures

This work deals with the ultrasonic studies of the Mannich bases (morpholin-4-yl)(pyridin-3- yl)methyl]hydrazine carboxamide (MPH) and (morpholino)(thiophen-2-yl)methyl)nicotine hydrazide (MTN) by the measurements of parameters such as ultrasonic velocity (U), density (ρ), viscosity (η), adiabatic compressibility (κ), intermolecular free length (Lf), molar volume (Vm), relaxation time (τ), specific acoustic impedance (Z), lenard jones potential (LJP), internal pressure (πi), free volume (Vf) and molecular cohesive energy (MCE), available volume (Va), Gibbs free energy (ΔG) and absorption coefficient (α/f2). These results are inferred that the strong interaction exists between the solvent (DMSO) and solute (MPH and MTN).