4-Sulfenyl-2-carbamoyl-4-isoxazolin-3-ones: biological isostere to 4-chloro-2-carbamoyl-4-isoxazolin-3-ones.
4-Sulfenyl-2-carbamoyl-4-isoxazolin-3-ones (4) were designed on the basis of biological isosterism and prepared in four steps. Some of these compounds showed sufficient pre-emergent herbicidal activities against various kinds of weeds. Among the synthesized compounds, 2-(N-(4-chlorophenyl)-N-isopropylcarbamoyl)-4-ethylthio-5-methyl-4 -isoxazolin-3-one (4cd) exhibited the most promising activity.
Kudo
N
N
Agroscience Research Laboratories, Sankyo Co., Ltd., Shiga, Japan.
Yoneda
T
T
Sato
K
K
Honma
T
T
Sugai
S
S
D002219:Carbamates / Q000138:chemical synthesis* / Q000494:pharmacology*; D006540:Herbicides / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D010080:Oxazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D010944:Plants / Q000187:drug effects; D012839:Simazine / Q000737:chemistry / Q000494:pharmacology; D013440:Sulfides / Q000138:chemical synthesis* / Q000494:pharmacology*; D014227:Triazines / Q000737:chemistry / Q000494:pharmacology
D002219:Carbamates; D006540:Herbicides; D010080:Oxazoles; D013440:Sulfides; D014227:Triazines; C033807:simetryn; D012839:Simazine