NEW INSECT JUVENILE-HORMONE MIMICS - AROMATIC SCHIFF-BASES AND RELATED COMPOUNDS AGAINST THE LARGE MILKWEED BUG AND YELLOW MEALWORM

被引：20

作者：

DEMILO, AB

REDFERN, RE

机构：

[1] Agricultural Environment Quality Institute, Agricultural Research, Science and Education Administration, U.S.Department of Agriculture, Maryland, Beltsville

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 1979年 / 27卷 / 04期

关键词：

D O I：

10.1021/jf60224a022

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

Schiff bases derived from substituted 4-(benzyloxy)benzaldehyde and 2, 6-difluoroaniline were highly effective nonterpenoid juvenile hormone (JH) mimics for Oncopeltus fasciatus (Dallas) when applied topically to fifth instar nymphs. N-[4-(Benzyloxy)benzyl]anilines, obtained by reduction of Schiff bases, were more effective than the corresponding Schiff bases in Oncopeltus tests. JV-[[4-[(3-Chlorophenyl)methoxy]phenyl]methyl]-2, 6-difluorobenzenamine (39) was the most effective JH mimic of the compounds tested. Although oviposition was normal, egg hatch was severely inhibited when adult Oncopeltus of both sexes were topically treated with this compound or with 2, 2,6-difluoro-N-[[4-(phenylmethoxy)phenyl]methylene]benzenamine (23). The Schiff bases and their reduction products were less effective against Tenebrio molitor L. than against Oncopeltus. © 1979, American Chemical Society. All rights reserved.

引用

页码：760 / 762

页数：3

共 19 条

[1] REDUCTION OF SCHIFF BASES WITH SODIUM BOROHYDRIDE [J].

BILLMAN, JH ;

DIESING, AC .

JOURNAL OF ORGANIC CHEMISTRY, 1957, 22 (09) :1068-1070

[2] JUVENILE HORMONE - ACTIVITY OF NATURAL AND SYNTHETIC SYNERGISTS [J].

BOWERS, WS .

SCIENCE, 1968, 161 (3844) :895-&

[3]

BOWERS WS, 1971, NATURALLY OCCURRING, P307

[4] A contribution to the stereochemistry of anils [J].

De Gaouck, V ;

Le Fevre, RJW .

JOURNAL OF THE CHEMICAL SOCIETY, 1938, :741-745

[5] SYNTHETIC JUVENILE HORMONES .1. P-SUBSTITUTED BETA-METHYL-CINNAMIC ACID-DERIVATIVES [J].

FRANKE, A ;

MATTERN, G ;

TRABER, W .

HELVETICA CHIMICA ACTA, 1975, 58 (01) :268-278

[6] SYNTHETIC JUVENILE HORMONES .3. P-SUBSTITUTED 4-PHENYL-BUTENE (1)-CARBONIC ACID-DERIVATIVES [J].

FRANKE, A ;

MATTERN, G ;

TRABER, W .

HELVETICA CHIMICA ACTA, 1975, 58 (01) :283-292

[7] SYNTHETIC JUVENILE HORMONES .2. P-SUBSTITUTED 2-METHYL-3-PHENYL-PROPENE (1)-CARBONIC ACID-DERIVATIVES [J].

FRANKE, A ;

MATTERN, G ;

TRABER, W .

HELVETICA CHIMICA ACTA, 1975, 58 (01) :278-283

[8] SYNTHETIC JUVENILE HORMONES .4. P-SUBSTITUTED 5-PHENYL-PENTENE (1)-CARBONIC ACID-DERIVATIVES [J].

FRANKE, A ;

MATTERN, G ;

TRABER, W .

HELVETICA CHIMICA ACTA, 1975, 58 (01) :293-296

[9] CHEMISTRY OF IMINES [J].

LAYER, RW .

CHEMICAL REVIEWS, 1963, 63 (05) :489-+

[10]

MCCARTHY G, 1970, CHEM CARBON NITROGEN, P363

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