Receptors Based On Hydrogen Bonding Interaction Guide Cis Ene Organism Insect Amine Analogues Of Molecular Design, Synthesis And Insecticidal Activity, The Single Crystal Structure And Molecular Docking Studies

For the purpose of searching the environment acceptable neonicotinoids, in thispaper,the commercialized nitenpyram has been modified. By the means of introduingtetrahydropyrimidine which with the microwave assistant synthesis, the pharmacophore-NO2will transfer into cis-configuration. On the other hand,take thesegments bearing eletronegativity atoms such as oxygen and nitrogen intonitenpyram molecular,the binding forces beteen the amino residues and neonicotinoidmoleculars should been enhanced.As the result of it,the insecticidal activities maybeincreased.In this paper,totally two series:,36unreported novel cis-configurationnitenpyram analogues have been designed and synthesized. The structural formulas oftarget series and are as follows respectively: All these target compounds’ structures were confirmed by1HNMR, IR, ESIand EI-MS, as well as elementary analysis. Their physic-chemical properties,spectrum properties, reaction conditions and synthetic methods were discussed aswell.The preliminary insecticide activities test of target compounds (Ⅰ),(Ⅱ) arefinished in Branch of National Pesticide R&D South Center of Hangzhou and Bayerbioassay department. The results indicated that some of the target compounds havegood selective insecticiadl activities against Nilaparvata legen at500mg/L and Aphiscraccivora, especially, the compound Iiafforded the best.In order to investigate structure-activity relationship(SAR)of the targetcompounds further, some target compounds were studied for their binding activity intothe nicotinic acetylcholine receptors (nAChRs) by means of molecular docking study.The results clearly indicated that,taking the segments bearing eletronegativity atomssuch as oxygen and nitrogen into the scaffold of nitenpyram molecular impacts on thebiological activities of the designed analogues.