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Chemical Identification
Common Name
Cyclosulfamuron
中文通用名
环丙嘧磺隆
IUPAC
1-[2-(cyclopropylcarbonyl)anilinosulfonyl]-3-(4,6-dimethoxypyrimidin-2-yl)urea
CAS
N-[[[2-(cyclopropylcarbonyl)phenyl]amino]sulfonyl]-N′-(4,6-dimethoxy-2-pyrimidinyl)urea
CAS No.
136849-15-5
Molecular Formula
C17H19N5O6S
Molecular Structure
Category
Activity
Herbicide.
Cyclosulfamuron is a potent inhibitor of the acetohydroxyacid synthase (AHAS), the enzyme responsible for the synthesis of branched chain amino acids such as valine, leucine and isoleucine. This action subsequently results in the disruption of protein synthesis and cessation of cell division, resulting in plant death.

Cyclosulfamuron is readily absorbed by plant roots and foliage and is translocated through the plant. Complete death of the plant may take several weeks, depending on environmental conditions.

Cyclosulfamuron can be applied pre- or post-emergence. The use of adjuvants is recommended for post-emergence application - crop oil in the spring and non-ionic surfactant in the autumn. In cereals, cyclosulfamuron showed greatest efficacy when applied post-emergence in the late spring. Cyclosulfamuron can be used on transplanted and direct-seeded rice.

In field trials, cyclosulfamuron has shown good crop safety, although spring barley is less tolerant of post-emergence applications than pre-emergence applications.
CropUse
Crop uses:
cereals, rice?

Rice: 45-60 g??? ai/ha
Wheat & barley: 25-50 g ai/ha
Premix

Type

AI concn

Wettable powder (WP)

Water-dispersible granule (WG)

Granule (GR)

Physical Properties
Molecular weight:421.4; Physical form:Off-white solid. Density:0.624 (20 °C); Melting point:160.9-162.9 °C; (tech., 149.6-153.2 °C); Vapour pressure:c. 2.2×10-2 mPa (20 °C, gas saturation method); Partition coefficient(n-octanol and water):logP = 1.58 (pH 3), 2.045 (pH 5), 1.69 (pH 6), 1.41 (pH 7), 0.7 (pH 8) (all 25 °C); pKa:5.04; Solubility: In water 0.17 (pH 5), 6.52 (pH 7), 549 (pH 9) (all in ppm, 25 °C).; Stability:DT50 in 50mM phosphate buffer 2.2 (pH 3), 2.2 (pH 5), 5.1 (pH 6), 40 (pH 7), 91 (pH 8) (all in days). Stable 18 months (25 °C), 12 months(36 °C).
Toxicology
Oral:Acute oral LD50 for rats and mice >5000 mg/kg. Percutaneous:Acute percutaneous LD50 for rabbits >4000 50 (4 h) for rats >5.2 mg/l.?
Environmental Profile
Ecotoxicology:?
Algae:EC50 (72 h) 0.44 μg/l.Bees:Acute LD50 (24 h) (oral) >99 μg/bee; (contact) >106 μg/bee.Birds:Acute oral LC50 for quail >1880 mg/kg. Dietary LC50 (8 d) for quail >5010 mg/kg.Daphnia:LC50 (48 h) >9.1 mg/l.Fish:LC50(72 h) for carp >50 ppm; (96 h) for trout >7.7 mg/l.Worms:No adverse effects at 892 mg/kg. Environmental fate:?
Animals:In rats, cyclosulfamuron is rapidly absorbed and readily excreted, mainly via the faeces.Soil:Soil adsorption (Koc) 4.6 m3/kg in 3 Japanese paddy soils.Plant:In crop plants, by hydrolysis of the urea bridge, giving inactive compounds. See Biochemistry.

Rainbow trout [96 hrs]

LC50 >10 ppm Carp [48 hrs] LC50 >10 ppm

Fate in :

Fate in soil:
Cyclosulfamuron binds moderately tightly to soil particles; it is not expected to leach to ground water.

Transport Information
Hazard Class:III (Slightly hazardous)

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