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saflufenacil

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saflufenacil

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Saflufenacil is the ISO common name for an organic compound of the pyrimidinedione chemical class used as an herbicide. It acts by inhibiting the enzyme protoporphyrinogen oxidase to control broadleaf weeds in crops including soybeans and corn.

Chemical data

Formula
C17H17ClF4N4O5S
Molecular weight
500.9 g/mol
IUPAC name
2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]-N-[methyl(propan-2-yl)sulfamoyl]benzamide
SMILES
CC(C)N(C)S(=O)(=O)NC(=O)C1=CC(=C(C=C1Cl)F)N2C(=O)C=C(N(C2=O)C)C(F)(F)F
InChIKey
GNHDVXLWBQYPJE-UHFFFAOYSA-N
XLogP
2.1
Polar surface area
115 Ų
H-bond donors
1
H-bond acceptors
10
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
500.054
Has use
herbicide
Show 2 more facts
canonical SMILES
CC(C)N(C)S(=O)(=O)NC(=O)C1=CC(=C(C=C1Cl)F)N2C(=O)C=C(N(C2=O)C)C(F)(F)F
chemical formula
C₁₇H₁₇ClF₄N₄O₅S
Sources (2)

via Wikidata · CC0

~4 min read

Encyclopedic overview

5 sections
Contents
  • History
  • Synthesis
  • Mechanism of action
  • Usage
  • References

Saflufenacil is the ISO common name for an organic compound of the pyrimidinedione chemical class used as an herbicide. It acts by inhibiting the enzyme protoporphyrinogen oxidase to control broadleaf weeds in crops including soybeans and corn.

==History== In 1985, chemists at the Dr R. Maag subsidiary of Hoffmann-La Roche filed patents to 3-aryl uracil derivatives which had herbicidal activity. The work was continued by Ciba-Geigy and further patents claiming additional esters were published, including to butafenacil (CGA276854), which was marketed in 2001. BASF scientists investigated the chemistry and patented an analog where the carboxylic ester of butafenacil was replaced by a sulfamoyl carboxamide. It was developed under the code number BAS800H and first marketed in 2008 with the brand name Kixor.

Excerpted from Wikipedia’s “saflufenacil” article, available under the CC BY-SA 4.0 licence.

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