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Comparative evaluation of new synergists containing a butynyl‐type synergophore group and piperonyl butoxide derivatives
Author(s) -
Pap László,
Árvai Géza,
Bertók Béla,
Kuruczné Ribai Zsuzsanna,
Bakonyvári Ildikó
Publication year - 2001
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/1526-4998(200102)57:2<186::aid-ps290>3.0.co;2-z
Subject(s) - piperonyl butoxide , carbofuran , chemistry , permethrin , housefly , moiety , stereochemistry , ether , toxicology , organic chemistry , diol , medicinal chemistry , pesticide , toxicity , biology , larva , botany , musca , agronomy
Cross‐substituted derivatives of piperonyl butoxide (PBO) and MB‐599 (proposed common name: verbutin) were synthesized and investigated as carbofuran and permethrin synergists against housefly, Musca domestica L. The majority of PBO and MB‐599 derivatives were significantly more potent synergists for carbofuran than for permethrin. PBO, the most important representative of this series was not the most potent synergist for carbofuran or for permethrin. Cleavage of the methylenedioxy ring of methylenedioxyphenyl (MDP) polyether compounds resulted in complete loss of synergistic activity with both insecticides, but it could be restored or even improved by incorporating an alkynyl ether moiety into the molecule. The improved synergistic activity was found to be closely associated with the 2‐butynyloxymethyl side‐chain, suggesting that this can be regarded as a characteristic synergophore group. MB‐599, one of the most promising compounds bearing this group showed considerably higher activity with carbofuran (synergist ratio, SR = 37.8) than with PBO (SR = 6.4). There was no significant difference between synergistic activities of MB‐599 (SR = 4.6) and PBO (SR = 4) for permethrin. © 2001 Society of Chemical Industry