The discovery of pyridalyl: a novel insecticidal agent for controlling lepidopterous pests.
Synthesis of analogues of two compounds with known insecticidal activity, both of which contain a 3,3-dichloro-2-propenyloxy group, produced 2-(trifluoromethyl)-4-phenoxyphenyl 3,3-dichloro-2-propenyl ether, which had weak activity against lepidopterous larvae. Structural modifications around this lead compound led to the development of pyridalyl [Pleo, S-1812; 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-[5-(trifluoromethyl)-2-pyridyloxy]propyl ether], which belongs to a new class of insecticides. Pyridalyl gives very good control of various lepidopterous and thysanopterous pests on cotton and vegetables, without phytotoxicity. It controls populations of Heliothis virescens F and Plutella xylostella (L) which are resistant to various currently used insecticides. It also produces unique insecticidal symptoms, so it may have a different mode of action from other existing insecticides. Pyridalyl is also less harmful than existing insecticides to various beneficial arthropods, so it should provide an important tool in IPM and insecticidal management programmes for the control of lepidopterous and thysanopterous pests. The first market introduction is expected in Japan and some Asian countries in the years between 2004 and 2005.
Sakamoto
Noriyasu
N
Sumitomo Chemical Co Ltd, Agricultural Chemicals Research Laboratory, 2-1, Takatsukasa, 4-Chome, Takarazuka, Hyogo, Japan. sakamoton@sc.sumitomo-chem.co.jp
Saito
Shigeru
S
Hirose
Taro
T
Suzuki
Masaya
M
Matsuo
Sanshiro
S
Izumi
Keiichi
K
Nagatomi
Toshio
T
Ikegami
Hiroshi
H
Umeda
Kimitoshi
K
Tsushima
Kazunori
K
Matsuo
Noritada
N
D000818:Animals; D001681:Biological Assay; D007306:Insecticides / Q000138:chemical synthesis* / Q000633:toxicity; D007814:Larva / Q000187:drug effects; D007915:Lepidoptera / Q000187:drug effects*; D015394:Molecular Structure; D010647:Phenyl Ethers / Q000138:chemical synthesis* / Q000633:toxicity; D010935:Plant Diseases / Q000469:parasitology*; D013329:Structure-Activity Relationship
D007306:Insecticides; D010647:Phenyl Ethers; C418569:S 1812