Abstract
As candidates for the screening of neonicotinoid insecticides, nine novel compounds were designed and synthesised via Mannich reaction of (1,3-dioxolane-4-yl)methyl-2-(nitromethylene) imidazoline with corresponding primary amines and formaldehyde. Preliminary bioassays indicated that most of these compounds had moderate insecticidal activities against pea aphids.
References
1.
Shiokawa K.
,
Tsuboi S.
,
Kagabu S.
, and
Moriya K.
, Eur. Patent. , EP192 060, 1986 .
2.
Yamamoto I.
,
Yabuta G.
,
Tomizawa M.
,
Saito T.
,
Miyamoto T.
, and
Kagabu S.
, Nippon. Noyaku. Gakkaishi. , 1995 , 20 , 33 .
3.
Bai D.
,
Lummis S.
,
Leicht W.
,
Breer H.
, and
Sattelle D.
, Pestic. Sci. , 1991 , 33 , 197 .
4.
Aoki I.
,
Tabuchi T.
, and
Minamida I.
, Eur. Patent. , EP381130, 1990 .
5.
Matsuda M.
, and
Takahashi H.
, Agrochem. Jpn. , 1996 , 68 , 20 .
6.
Moriie K.
,
Ootsu J.
,
Hatsutori Y.
,
Watanabe A.
, and
Ito A.
, Jpn. Patent. , JP7224062, 1995 .
7.
Kodaka K.
,
Kinoshita K.
,
Wakita T.
,
Shiraishi S.
,
Ohnuma K.
,
Yamada E.
,
Naoko Y.
,
Nakaya M.
,
Matsuno H.
,
Kawahara N.
, and
Ebiharai K.
, Eur. Patent. , EP649845, 1995 .
8.
Tomizawa M.
,
Zhang N.
,
Durkin K.A.
,
Olmstead M.M.
, and
Casida J.E.
, Biochemistry. , 2003 , 42 , 7819 .
9.
Moghadam M.
,
Tangestaninejad S.
,
Mirkhanib V.
, and
Shaibania R.
, Tetrahedron. , 2004 , 60 , 6105 .
10.
Bailey W.F.
, and
Rivera A.D.
, J. Org. Chem. , 1984 , 49 , 4958 .
11.
Contreras J.M.
,
Rival Y.M.
,
Chayer S.
,
Bourguignon J.J.
, and
Wermuth C.G.
, J. Med. Chem. , 1999 , 42 , 730 .