Synthesis and fungicidal activity of N-2-(3_methoxy-4-propargyloxy)-phenethyl amides, part 1. N-sulfonyl amino acid amides, a novel class of compounds with fungicidal activity

被引:18
作者
Cederbaum, F
De Mesmaeker, A
Jeanguenat, A
Kempf, HJ
Lamberth, C
Schnyder, A
Zeller, M
Zeun, R
机构
[1] Syngenta Crop Protect AG, Res Chem, Optimisat, CH-4002 Basel, Switzerland
[2] Syngenta Crop Protect AG, Res Biol, Dis Control, CH-4332 Stein, Switzerland
[3] Syngenta Crop Protect AG, Proc Dev, CH-4333 Munchwilen, Switzerland
[4] Solvias AG, Catalysis Dev, CH-4002 Basel, Switzerland
关键词
amino acid derivative; fungicide; Phytophthora infestans; Plasmopara viticola; Ugi reaction; valinamide;
D O I
10.2533/000942903777678542
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel types of oomycete fungicides have been designed and prepared. The synthetic approach to these N-sulfonyl amino acid amides is outlined. Bioassays demonstrate their high efficacy against important plant diseases like Phytophthora infestans (tomato and potato late blight) and Plasmopara viticola (grape downy mildew). Structure-activity relationship studies are discussed.
引用
收藏
页码:680 / 684
页数:5
相关论文
共 43 条
[1]  
AIHARA K, 1990, CHEM PHARM BULL, V38, P842
[2]   Multiple-component condensation strategies for combinatorial library synthesis [J].
Armstrong, RW ;
Combs, AP ;
Tempest, PA ;
Brown, SD ;
Keating, TA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131
[3]  
Barrett G.C, 1999, AMINO ACID DERIVATIV
[4]  
Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[5]  
2-A
[6]   ISOQUINOLINE SYNTHESES .225. SYNTHESES OF 7-HYDROXY-6-METHOXY-2-METHYL-1-(4-HYDROXY-3,5-DIMETHOXYPHENETHYL)-1,2,3,4-TETRAHYDROISOQUINOLINE AN IMPORTANT INTERMEDIATE IN HOMOAPOMORPHINE ALKALOID SYNTHESIS [J].
BROSSI, A ;
VANBURIK, J ;
TEITEL, S .
HELVETICA CHIMICA ACTA, 1968, 51 (08) :1965-&
[7]   Reduction of hydroxymandelonitriles - A new synthesis of tyramine [J].
Buck, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1933, 55 :3388-3390
[8]   Peptide synthesis via amino acid halides [J].
Carpino, LA ;
Beyermann, M ;
Wenschuh, H ;
Bienert, M .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (06) :268-274
[9]  
CASTRO B, 1975, TETRAHEDRON LETT, P1219
[10]   1-(4-DIMETHYLAMINOETHOXY-3-METHOXYPHENYL]-2-AMINOALKANES [J].
COLOMBIN.MA ;
BURGER, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (06) :692-&