DEVELOPMENT OF 4-ALKYLPHENYL ARALKYL ETHERS AND RELATED-COMPOUNDS AS POTENT INSECT JUVENILE-HORMONE MIMETICS AND STRUCTURAL ASPECTS OF THEIR ACTIVITY

被引:15
作者
HAYASHI, T [1 ]
IWAMURA, H [1 ]
FUJITA, T [1 ]
机构
[1] KYOTO UNIV,FAC AGR,DEPT AGR CHEM,KYOTO 606,JAPAN
关键词
D O I
10.1021/jf00100a019
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
We prepared as insect juvenile hormone mimetics 4-alkylphenyl phenylalkyl and phenoxyalkyl ethers and corresponding pyridine derivatives, in which the oxime moiety of the (4-alkylphenoxy)- alkanaldoxime O-ethers we have already developed is replaced by an aromatic function. The activity, examined against Culex pipiens, of the most potent member was comparable to that of the most active JH mimetics so far known. Their structure-activity profiles were compared with those of the previous, nonaromatic ethers, oximes, and related compounds to make the features characteristic to the aromatic function apparent. © 1990, American Chemical Society. All rights reserved.
引用
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页码:1965 / 1971
页数:7
相关论文
共 15 条
[1]  
ASAO M, 1985, UNPUB
[2]   THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].
DEWAR, MJS ;
ZOEBISCH, EG ;
HEALY, EF ;
STEWART, JJP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909
[3]  
DEWAR MJS, 1986, QCPE, V523
[4]  
FISCHER U, 1979, Patent No. 4333
[5]   ELECTROSTATIC AND STEREOCHEMICAL ASPECTS OF INSECT JUVENILE-HORMONE ACTIVE COMPOUNDS - A CLUE FOR HIGH-ACTIVITY [J].
HAYASHI, T ;
IWAMURA, H ;
FUJITA, T .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1990, 38 (10) :1972-1977
[6]   DEVELOPMENT OF (4-ALKOXYPHENOXY)ALKANALDOXIME AND (4-ALKYLPHENOXY)ALKANALDOXIME O-ETHERS AS POTENT INSECT JUVENILE-HORMONE MIMICS AND THEIR STRUCTURE ACTIVITY RELATIONSHIPS [J].
HAYASHI, T ;
IWAMURA, H ;
NAKAGAWA, Y ;
FUJITA, T .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1989, 37 (02) :467-472
[7]  
Henrick C.A., 1982, INSECTICIDE MODE ACT, P315
[8]   ALKYL 3,7,11-TRIMETHYL-2,4-DODECADIENOATES, A NEW CLASS OF POTENT INSECT GROWTH-REGULATORS WITH JUVENILE-HORMONE ACTIVITY [J].
HENRICK, CA ;
STAAL, GB ;
SIDDALL, JB .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1973, 21 (03) :354-359
[9]  
KARRER F, 1981, REGULATION INSECT DE
[10]   QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP OF INSECT JUVENILE-HORMONE MIMETIC COMPOUNDS [J].
NAKAYAMA, A ;
IWAMURA, H ;
FUJITA, T .
JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (11) :1493-1502