TY - JOUR
AU - Wang, Qingmin
AB - Numerous compounds containing urea bridge and biurea moieties are used in a variety of fields, especially as drugs and pesticides. To search for novel, environmentally benign and ecologically safe pesticides with unique modes of action, four series of novel triazone analogues containing urea, thiourea, biurea, and thiobiurea bridge, respectively, were designed and synthesized, according to various calcium ion channel inhibitors which act on transient receptor potential protein. Their structures were characterized by 
$${}^{1}\mathrm{H}$$





1

H



 NMR, 
$${}^{13}\mathrm{C}$$





13

C



 NMR, and HRMS. The insecticidal activities of the new compounds were obtained. The bioassay results indicated that compounds containing a thiourea bridge and a thiobiurea bridge exhibited excellent insecticidal activities against bean aphid. Specifically, compounds 
$${\mathbf{VIb}}_{15}$$



VIb
15



, 
$${\mathbf{VIIb}}_{8}$$



VIIb
8



, and 
$${\mathbf{VIIb}}_{9}$$



VIIb
9



 exhibited 85, 90, and 95 % activities, respectively, at 10 mg/kg. Compounds 
$${\mathbf{VIb}}_{14}$$



VIb
14



 (30 %), 
$${\mathbf{VIIb}}_{10}$$



VIIb
10



 (35 %), 
$${\mathbf{VIIb}}_{11}$$



VIIb
11



 (30 %), and 
$${\mathbf{VIIb}}_{12}$$



VIIb
12



 (40 %) exhibited the approximate aphicidal activity of pymetrozine (30 %) at 5 mg/kg. In addition, some target compounds exhibited insecticidal activities against lepidopteran pests. From a molecular design standpoint, the information obtained in this study could help in the further design of new derivatives with improved insecticidal activities.
TI - Design, synthesis, insecticidal activity, and structure-activity relationship (SAR): studies of novel triazone derivatives containing a urea bridge group based on transient receptor potential (TRP) channels
JF - Molecular Diversity
DO - 10.1007/s11030-016-9687-6
DA - 2016-07-06
UR - https://www.deepdyve.com/lp/springer-journals/design-synthesis-insecticidal-activity-and-structure-activity-gNhYFL0mYP
SP - 919
EP - 932
VL - 20
IS - 4
DP - DeepDyve
ER -