Synthesis and characterization of new dialkylacylphosphonylhydrazones

The present work refers to the synthesis of novel dialkylacylphosphonylhydrazones that occurs in three reaction steps: the first one is the synthesis of different dialkyl acetate phosphonoacetates obtained by the reaction of ethyl bromoacetate with the trialkyl phosphite of interest. The second one is the synthesis of acetic diethoxyphosphonylhydrazines which is from the reaction between the synthesized dialkyl phosphonoacetates and hydrazine. The third and final steps is the condensation of acetic diethoxyphosphonylhydrazides with different heterocyclic aldehydes. In total, 17 unpublished compounds, namely 1 to 17 (Table 1) were obtained with a diastereoisomeric mixture of the preferential conformation E and all the compounds were characterized by 1-H and 13-C and 31-P NMR, infrared (IR) and mass spectroscopy (MS). This work presents the characterization data of these compounds

Compostos organofosforados pentavalentes: histórico, métodos sintéticos de preparação e aplicações como inseticidas e agentes antitumorais Organophosphorus pentavalent compounds: history, synthetic methods of preparation and application as insecticides and antitumor agents

<abstract language="eng">This paper is a review of the history, synthesis and application of organophosphorus compounds, especially of those of pentavalent phosphorus, such as phosphoramidates, phosphorothioates, phosphonates and phosphonic acids with insecticide and anticancer activities. The organophosphorus compounds with agrochemical applications show great structural variety, They include not only insecticides, but also fungicides, herbicides, and others. The large variety of commercially available organophosphorus pesticides is remarkable. Even more interesting is the high efficiency of some organophosphorus compounds as anticancer agents such as cyclophosphamide and its derivatives

Susceptibilidade de adultos de Musca domestica (Linnaeus, 1758) (Diptera, Muscidae) a organofosforado (Phosmet®), em condições de laboratório

Musca domestica (L., 1758) presents great medical, veterinary and public health importance. Aiming to avoid the accelerated development of insect resistance to insecticides, it is highly advisible to rotate insecticides. For this reason, the organophosphates continue to be a group of insecticides of importance, presenting low toxicity for animals and environment, associated to a low cost, mainly if applied in a rational rotation strategy. The current experiment aimed to evaluate the susceptibility of adults of M. domestica, using a composed 0,0-dimethyl-Sphthalimidomethyl phosphorodithioate. The tests were accomplished bytopical application of 1?l of the insecticide (diluted in organic solvent) on the prothoraxic of the insects. Five concentrations of the insecticide were evaluated, consisting of four repetitions, by the use of 20 flies per repetition. The LD50 found for the insecticide, after 24 and 48 hours of exposure were: 0,00273 mol/l and 0,00234 mol/l, respectively. The tested insecticideshowed toxicity to adults of M. domestica, what signals the possible application of this insecticide in the control of this insect

Synthesis, characterization, and biological activity of a new class of dialkylphosphorylhydrazone derivatives of isatin

Sixteen dialkylphosphorylhydrazones were synthesized by condensation of phosphorylhydrazines with substituted isatins. Products were characterized by FTIR, ¹H-NMR, 13C-NMR, and 31P-NMR. Fungicidal activities of these compounds against Rhizoctonia solani and Fusarium oxysporum were also evaluated. Some compounds inhibited the growth of Rhizoctonia solani and Fusarium oxysporum by 43% and 51%, respectively. These compounds exhibited no effects on germination of lettuce seeds (Lactuca sativa L)