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Orthosulfamuron

PESTANAL®, analytical standard

Synonym(s):

1-(4,6-Dimethoxy-2-pyrimidinyl)-3-[2-(dimethylcarbamoyl)phenylsulfamoyl]urea

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About This Item

Empirical Formula (Hill Notation):
C16H20N6O6S
CAS Number:
Molecular Weight:
424.43
Beilstein/REAXYS Number:
11343666
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

SMILES string

COc1cc(OC)nc(NC(=O)NS(=O)(=O)Nc2ccccc2C(=O)N(C)C)n1

InChI

1S/C16H20N6O6S/c1-22(2)14(23)10-7-5-6-8-11(10)20-29(25,26)21-16(24)19-15-17-12(27-3)9-13(18-15)28-4/h5-9,20H,1-4H3,(H2,17,18,19,21,24)

InChI key

UCDPMNSCCRBWIC-UHFFFAOYSA-N

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General description

Orthosulfamuron is a systemic post-emergence herbicide belonging to the sulfamoylurea class of herbicides. Sulfamoylurea herbicides act through inhibition of branch-chain amino acid biosynthesis in plants. Orthosulfamuron′s specific mode of action is through the inhibition of the plant enzyme, acetolactate synthase, also known as acetohydroxy acid synthase (ALS/AHAS). Inhibition of ALS/AHAS blocks the branched-chain amino acid biosynthesis of valine, leucine, and isoleucine, which are involved in the plant growth process. Orthosulfamuron can be synthesized by reaction of N,N-dimethyl 2-sulfamoylchloride benzcarbamate with 2-amino-4,6-dimethoxypyrimidine in the presence of a base.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Rohit Pandey et al.
Environmental monitoring and assessment, 192(Suppl 1), 813-813 (2021-01-15)
Orthosulfamuron, a rice herbicide of the family pyrimidinyl sulfonylurea, causes ground water contamination for its moderate persistence and high water solubility. It may cause phytotoxicity and, thereby, affect the growth of succeeding crops. Keeping in view of the environmental safety

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