4210. Fluthiacet-methyl

Nomenclature

CAS number: 117337-19-6
[[2-Chloro-4-fluoro-5-[(tetrahydro-3-oxo-1H,3H-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]thio]acetic acid methyl ester; 9-(4-chloro-2-fluoro-5-methoxycarbonylmethylthiophenylimino)-8-thia-1,6-diazabicyclo-[4.3.0]nonane-7-one; KIH-9201; CGA-248757; Action (Kumiai).
C15H15ClFN3O3S2; mol wt 403.88.
C 44.61%, H 3.74%, Cl 8.78%, F 4.70%, N 10.40%, O 11.88%, S 15.88%.

Description and references

Selective, post-emergence, isourazole herbicide which upon conversion to the urazole inhibits protoporphyrinogen oxidase. Prepn: M. Yamaguchi et al., EP 273417; eidem, US 4906279 (1988, 1990 both to Kumiai Chem. Ind.; Ihara Chem. Ind.). Description of physical properties, toxicity, and activity: T. Miyazawa et al., Brighton Crop Prot. Conf. - Weeds 1993, 23. Conversion to active metabolite and mode of action study: T. Shimizu et al., Plant Cell Physiol. 36, 625 (1995). Field study as harvest-aid for cotton: R. G. Lemon et al., Proc. Beltwide Cotton Conf. 1999, 605.

Chemical structure

Properties

White powder, mp 104.6°. Soly in water at 29°: 0.64 mg/l. Vapor pressure: 9.2 × 106 Pa. Log P (octanol/water): 3.55. LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Miyazawa).

Use

Herbicide.