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[氨基苯甲酸的 N,N-二仲丁基酰胺在核上的单、二和三取代物的选择性植物毒性活性]

[Selective phytotoxic activity of N,N-di,sec.butylamides of aminobenzoic acids mono-, di- and tri-substituted on the nucleus].

作者信息

Baruffini A, Pagani G, Caccialanza G, Mazza M, Carmellino M L

出版信息

Farmaco Sci. 1978 Mar;33(3):201-21.

PMID:738442
Abstract

N,N-di,sec.butylaminobenzamides, mono-, di- or trisubstituted on the nucleus with methyl and/or halogen groups were prepared and tested for phytotoxicity. The corresponding benzoic acids and series of N-alkyl- and N,N-dialkylamides of 2-amino-3-bromo-5-methyl-, 2-amino-3,5-dibromo, 2-amino-3,5-dichloro- and 3-amino-2,5-dichlorobenzoic acids were studied in parallel. Both pre- and post-emergence phytotoxicity tests were carried out with doses of 6 kg/ha or less on seven representative weeds and some plants of agricultural interest. The series of N,N-di,sec.butylamides studied proved to be effectively phytotoxic on absorption through either the roots or the foliage. As regards the effect of substitution in the nucleus on the phytotoxicity of these amides, 3,5-dihalogenation proved important. The results also showed: 1) the importance of two sec.butyl groups on the amide nitrogen for the appearance of selective phytotoxicity against two grass weeds; 2) the different behaviour of the two acids (XXIa) and (XXIIa) in comparison with the corresponding di,sec.butylamides (XXI) and (XXII); 3) the importance of derivative (IL) which was highly active against graminaceous weeds but showed low phytotoxicity against crop plants, graminaceous ones included.

摘要

制备了在核上被甲基和/或卤素单取代、二取代或三取代的N,N - 二仲丁基氨基苯甲酰胺,并对其进行了植物毒性测试。同时研究了相应的苯甲酸以及2 - 氨基 - 3 - 溴 - 5 - 甲基、2 - 氨基 - 3,5 - 二溴、2 - 氨基 - 3,5 - 二氯和3 - 氨基 - 2,5 - 二氯苯甲酸的N - 烷基和N,N - 二烷基酰胺系列。对七种代表性杂草和一些具有农业价值的植物进行了剂量为6千克/公顷或更低的苗前和苗后植物毒性测试。所研究的N,N - 二仲丁基酰胺系列经证明通过根部或叶片吸收均具有有效的植物毒性。关于核上取代对这些酰胺植物毒性的影响,3,5 - 二卤代被证明是重要的。结果还表明:1)酰胺氮上的两个仲丁基对于对两种禾本科杂草产生选择性植物毒性的重要性;2)两种酸(XXIa)和(XXIIa)与相应的二仲丁基酰胺(XXI)和(XXII)相比具有不同的行为;3)衍生物(IL)的重要性,其对禾本科杂草具有高活性,但对包括禾本科作物在内的作物植物显示出低植物毒性。

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