Cyclosulfamuron

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Chemical Identification | General Product Information | Physical & Safety Data

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

General Product Information

Category

Herbicides > Sulfonylurea Herbicides

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 & Safety Data

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 (K_oc) 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)