title: Synthesis, insecticidal activity, and QSAR of novel nitromethylene neonicotinoids with tetrahydropyridine fixed cis configuration and exo-ring ether modification.
abstract: To keep the nitro group in the cis position, a series of nitromethylene neonicotinoids containing a tetrahydropyridine ring with exo-ring ether modifications were designed and synthesized. All of the compounds were characterized and confirmed by 1H NMR, high-resolution mass spectroscopy, elemental analysis, and IR. The bioassay tests showed that some of them exhibited good insecticidal activities against pea aphids. On the basis of 10 nitromethylene derivatives, the quantitative structure-bioactivity relationship (QSAR) was analyzed and established. The results suggested that AlogP98 and Dipole_Mopac might be the important parameters related with biological activities.
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, P.O. Box 544, Shanghai 200237, People's Republic of China.
authors.forename: Zhongzhen
authors.initials: Z
authors.lastname: Tian
authors.forename: Xusheng
authors.initials: X
authors.lastname: Shao
authors.forename: Zhong
authors.initials: Z
authors.lastname: Li
authors.forename: Xuhong
authors.initials: X
authors.lastname: Qian
authors.forename: Qingchun
authors.initials: Q
authors.lastname: Huang
mesh_terms: D000691:Anabasine / Q000031:analogs & derivatives* / Q000737:chemistry*; D000818:Animals; D001042:Aphids; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004987:Ethers / Q000737:chemistry; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship
chemical_list: D004987:Ethers; D007306:Insecticides; D011725:Pyridines; D000691:Anabasine