Title: Imazosulfuron
CAS Registry Number: 122548-33-8
CAS Name: 2-Chloro-N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]imidazo[1,2-a]pyridine-3-sulfonamide
Additional Names: 1-(2-chloroimidazo[1,2-a]pyridin-3-ylsulfonyl)-3-(4,6-dimethoxypyrimidin-2-yl)urea
Manufacturers' Codes: TH-913
Trademarks: Brazzos (Spiess-Urania); Takeoff (Takeda)
Molecular Formula: C14H13ClN6O5S
Molecular Weight: 412.81
Percent Composition: C 40.73%, H 3.17%, Cl 8.59%, N 20.36%, O 19.38%, S 7.77%
Literature References: Acetolactate-synthase (ALS) inhibitor; sulfonylurea herbicide for weed control in rice crops. Prepn: Y. Ishida et al., EP 238070; eidem, US 5017212 (1987, 1991 both to Takeda); eidem, J. Pestic. Sci. 18, 175 (1993). Mechanism of action study: Y. Tanaka, H. Yoshikawa, J. Weed Sci. Technol. 43, 291 (1998). Soil degradation studies: K. Mikata et al., J. Pestic. Sci. 26, 376 (2001). LC determn in water and soil: M. Ventriglia et al., J. Chromatogr. A 857, 327 (1999); in rice: Y. Akiyama et al., J. Food Hyg. Soc. Jpn. 43, 99 (2002). Review of development: H. Nagase, Agrochem. Jpn. 64, 15-16 (1994); and biological activity: Y. Ishida et al., J. Pestic. Sci. 21, 247-258 (1996).
Properties: Crystalline solid, mp 183-184° (dec). d25 1.574. pKa 4.0. Log P (octanol/water): 0.05. Vapor pressure (25°): 3.4 ´ 10-10 mmHg. Soly at 25° (mg/l): water 308 (pH 7.0), 67 (pH 6.1), 5 (pH 5.1), acetonitrile 2500, ethyl acetate 2200, acetone 7600, dichloromethane 12800, xylene 400.
Melting point: mp 183-184° (dec)
pKa: pKa 4.0
Log P: Log P (octanol/water): 0.05
Density: d25 1.574
Use: Herbicide. |