New 2-phenyl-4,5,6,7-tetrahydro-2H-indazole derivatives as paddy field herbicides.
A series of 3-chloro-2-(4-chloro-2-fluorophenyl)-4,5,6,7-tetrahydro-2H-indazole derivatives containing various substituted isoxazolinylmethoxy groups at the 5-position of the benzene ring were synthesized and their herbicidal activities assessed under greenhouse and flooded paddy conditions. Among them, compounds having a phenyl or cyano substituent at the 3-position of the 5-methyl-isoxazolin-5-yl structure demonstrated good rice selectivity and potent herbicidal activity against annual weeds at 16-63 g AI ha(-1) under greenhouse conditions. Field trials indicated that these two compounds controlled a wide range of annual weeds rapidly with a good tolerance on transplanted rice seedlings by pre-emergence application. They showed a low mammalian and environmental toxicity in various toxicological tests.
Hwang
In Taek
IT
Korea Research Institute of Chemical Technology, Bioorganic Science Division, Yusung, Taejon 305-606, Korea. ithwang@krict.re.kr
Kim
Hyoung Rae
HR
Jeon
Dong Ju
DJ
Hong
Kyung Sik
KS
Song
Jong Hwan
JH
Chung
Chang Kook
CK
Cho
Kwang Yun
KY
D000383:Agriculture / Q000379:methods; D000818:Animals; D002460:Cell Line; D006224:Cricetinae; D003412:Cricetulus; D003621:Daphnia; D006540:Herbicides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D007191:Indazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D051379:Mice; D012275:Oryza; D009990:Oryzias; D014867:Water
D006540:Herbicides; D007191:Indazoles; D014867:Water