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Orthosulfamuron

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Orthosulfamuron Basic information

Product Name:
Orthosulfamuron
Synonyms:
  • Orthosulfamuron solution
  • ORTHOSULFAMURON
  • 1-(4,6-Dimethoxypyrimidin-2-yl)-3-[2-(dimethylcarbamoyl)phenylsulfamoyl]urea
  • Orthosulfamuron [iso]
  • 2-((N-((4,6-Dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)amino)-N,N-dimethylbenzamide
  • Orthosulfamuron@100 μg/mL in Acetone
  • famuron
  • OrthosuL
CAS:
213464-77-8
MF:
C16H20N6O6S
MW:
424.43
EINECS:
606-744-8
Mol File:
213464-77-8.mol
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Orthosulfamuron Chemical Properties

Melting point:
160–162°C
Density 
1.466±0.06 g/cm3(Predicted)
vapor pressure 
<1.1 × 10-4 (Pa at 25 °C)
storage temp. 
Refrigerator, under inert atmosphere
solubility 
Solubility in organic solvents (g/l at 20 °C)
Acetone 20
Ethyl acetate 3.3
Dichloromethane 56
n‐Heptane 0.00023
Methanol 8.3
Xylene 0.13
pka
Dissociation constant (pKa at 20 °C) Predicted to have five overlapping dissociation constants: ?1.4, 0.7, 3.5, 9.6, 11.5
color 
White to Off-White
Water Solubility 
Solubility in water (g/l at 20 °C) 0.026 (pH 4, buffer) 0.63 (pH 7, buffer) 39 (pH 8.5, buffer)
BRN 
11343666
Stability:
Moisture Sensitive
LogP
0.3-2.02 at 20℃ and pH4-9
Surface tension
71.4mN/m at 37.7mg/L and 22℃
EPA Substance Registry System
Benzamide, 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]amino]-N,N-dimethyl- (213464-77-8)
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Safety Information

WGK Germany 
3
Hazardous Substances Data
213464-77-8(Hazardous Substances Data)
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Orthosulfamuron Usage And Synthesis

Uses

Orthosulfamuron can be used in biological study and agricultural use of herbicidal composition comprising erlukuilincaotong, cyhalofop-?butyl and sulfonylurea herbicide, and its application in controlling annual weed of rice field.

Definition

ChEBI: Orthosulfamuron is an N-sulfonylurea and sulfuric amide resulting from the formal condensation of sulfuric acid with the primary amino group of 1-(4,6-dimethoxypyrimidin-2-yl)urea and with the primary amino group of 2-amino-N,N-dimethylbenzamide (1 mol eq. of each). An acetolactate synthase inhibitor, it is used as a pre- and post-emergent herbicide for the treatment of grasses and broad-leaved weeds in rice crops. It has a role as an EC 2.2.1.6 (acetolactate synthase) inhibitor and a herbicide. It is a tertiary carboxamide, a sulfuric amide, a N-sulfonylurea and an aromatic ether.

Agricultural Uses

Orthosulfamuron (IR‐5878, CAS no.: 213464-77-8) is a broad‐spectrum pre‐ and post‐emergent rice herbicide developed by Isagro for the control of annual broadleaf and sedge weeds. It was sold in 2013 to Nihon Nohyaku Co., Ltd. and can be used also for sugarcane ripening.
The compound has been marketed since 2007 under the trade names “Kelion® 50 WG,” “Strada® WG,” and “Pivot® 50 WG” for early and middle post‐emergence application against susceptible weeds and sedges, such as A. theophrasti, Alisma plantago‐aquatica, A. lanceolatum, C. difformis, C. serotinus, Cyperus ferax, Cyperus iria, E. crus‐galli (red biotype), Heteranthera reniformis, Heteranthera rotundifolia, H. limosa, L. dubia, Schoenoplectus mucronatus, Bolboschoenus maritimus, Sagittaria sagittifolia, and Scirpus supinus at a use rate of 40–75 g a.i. ha−1.

OrthosulfamuronSupplier

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