Novel diamide insecticides: Sulfoximines, sulfonimidamides and other new sulfonimidoyl derivatives

被引:103
作者
Gnamm, Christian [1 ]
Jeanguenat, Andre [1 ]
Dutton, Ana C. [1 ]
Grimm, Christoph [1 ]
Kloer, Daniel P. [2 ]
Crossthwaite, Andrew J. [2 ]
机构
[1] Syngenta Crop Protect Muenchwilen AG, CH-4332 Stein, Switzerland
[2] Syngenta, Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
关键词
Insecticides; Diamides; Ryanodine receptors; Sulfoximines; Sulfonimidoyl fluorides; CHLORIDES; POTENT;
D O I
10.1016/j.bmcl.2012.03.106
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Novel insecticidal anthranilamides with elaborated sulfur-containing groups are described. The synthesis of compounds with functional groups such as sulfoximines and scarcely reported groups such as sulfonimidoyl hydrazides and hydroxylamides, their in vitro and in vivo biological activity as well as their physical properties are reported. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3800 / 3806
页数:7
相关论文
共 43 条
[1]  
[Anonymous], ANGEW CHEM
[2]   Efficient nitrogen transfer from aldehyde-derived N-acyloxaziridines [J].
Armstrong, A ;
Edmonds, ID ;
Swarbrick, ME .
TETRAHEDRON LETTERS, 2003, 44 (28) :5335-5338
[3]   Improvement in Aqueous Solubility in Small Molecule Drug Discovery Programs by Disruption of Molecular Planarity and Symmetry [J].
Ishikawa, Minoru ;
Hashimoto, Yuichi .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (06) :1539-1554
[4]  
Jeanguenat A., 2006, Patent No. 2006061200
[5]  
Jeanguenat A., 2006, CHEM ABSTR, V145, P62886
[6]  
Johnson C. R., 1985, ALDRICHIM ACTA, V18, P3
[7]   PREPARATION AND SYNTHETIC APPLICATIONS OF (DIMETHYLAMINO)PHENYLOXOSULFONIUM METHYLIDE [J].
JOHNSON, CR ;
HAAKE, M ;
SCHROECK, CW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (22) :6594-&
[8]   SYNTHESIS OF OPTICALLY-ACTIVE SULFOXIMINES FROM OPTICALLY-ACTIVE SULFOXIDES [J].
JOHNSON, CR ;
KIRCHHOF.RA ;
CORKINS, HG .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (16) :2458-2459
[9]   PREPARATION AND REACTIONS OF SULFONIMIDOYL FLUORIDES [J].
JOHNSON, CR ;
BIS, KG ;
CANTILLO, JH ;
MEANWELL, NA ;
REINHARD, MFD ;
ZELLER, JR ;
VONK, GP .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (01) :1-3
[10]   SULFONIMIDOYL CHLORIDES BY OXIDATION OF SULFINAMIDES WITH TERT-BUTYL HYPOCHLORITE [J].
JOHNSON, CR ;
WAMBSGANS, A .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (13) :2278-2280