Baruffini A, Vicarini L, Gandini C
Farmaco Sci. 1978 Jul;33(7):522-30.
In continuation of research on phytotoxic substances with selective activity, pre- and post-emergence tests against some weed species were made using a series of 3-chlorobenzamides substituted on the amide nitrogen with a sec.butyl or a 1-methylbutyl group, the second alkyl substituent being linear, branched, saturated or unsaturated. Asymmetric 3-chlorobenzamides with a tert.butyl in place of sec.butyl or with an 1-ethylpropyl in place of 1-methylbutyl and with a second alkyl residue of different nature and with variable weight, were prepared and tested for the purposes of comparison. The results show that amides with excellent phytotoxicity and selectivity of action are obtained if a sec.butyl, 1-methylbutyl or 1-ethylpropyl group is retained and the second substituent on the amide nitrogen is suitably varied. The results give further information on the importance of the steric characteristics of the substituents on nitrogen in the phytotoxic N,N-dialkylamides.
在对具有选择性活性的植物毒性物质的研究中，继续使用一系列在酰胺氮上被仲丁基或1-甲基丁基取代的3-氯苯甲酰胺，对一些杂草进行芽前和芽后试验，第二个烷基取代基可以是直链、支链、饱和或不饱和的。制备了用叔丁基代替仲丁基或用1-乙基丙基代替1-甲基丁基且具有不同性质和可变重量的第二个烷基残基的不对称3-氯苯甲酰胺，并进行了测试以作比较。结果表明，如果保留仲丁基、1-甲基丁基或1-乙基丙基，并且酰胺氮上的第二个取代基适当变化，则可获得具有优异植物毒性和作用选择性的酰胺。这些结果进一步说明了植物毒性N,N-二烷基酰胺中氮上取代基的空间特征的重要性。
