Synthesis and Insecticidal Activity of Acyclic Nitroethene Compounds Containing (6-Substituted)-3-pyridylamino Group

Autor:	Takanori Tabuchi, Takafumi Fusaka, Tetsuo Okauchi, Koichi Iwanaga, Isao Minamida
Rok vydání:	1994
Předmět:	chemistry.chemical_classification biology Stereochemistry Health Toxicology and Mutagenesis Nitro compound Spodoptera litura Biological activity biology.organism_classification Formylation chemistry.chemical_compound chemistry Insect Science Pyridine Aminal Organic synthesis Methylene
Zdroj:	Journal of Pesticide Science. 19:119-125
ISSN:	1349-0923 1348-589X
DOI:	10.1584/jpestics.19.2_119
Popis:	Modification of 1-methylamino-1-[N-methyl-N-(3-pyridylmethyl)]amino-2-nitroethene (1) was progressed stepwise with reference to the insecticidal activities of compounds prepared so far against Nilaparvata lugens. Firstly, we replaced the methylene of 1 with a chemical bond (3), an ethylidene (4) or an ethylene (5), and found that the activity of 1-methylamino-1-[Nmethyl-N-(3-pyridyl)]amino-2-nitroethene (3) was higher than others and comparable to 1. Secondly, introduction of a methyl (6), a methoxy (7) or a chloro group (8) into the 6-position of the pyridine of 3 afforded 1-[N-(6-chloro-3-pyridyl)-N-methylamino-1-methylamino-2nitroethene (8) as the best among the compounds derived. Finally, substitution of either one or both of the methyl groups of 8 with a hydrogen or higher alkyls (9-15) or formylation of 8 gave rise to 1-[N-(6-chloro-3-pyridyl)-N-methyl]amino-1-(N-formyl-N-methyl)amino-2nitroethene (17) as the top of the derivatives which exhibited potent activity against not only N. lugens but also Spodoptera litura.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::db9b31f74204785837eacf203cee2338 https://doi.org/10.1584/jpestics.19.2_119 Zobrazit plný text záznamu