Nicosulfuron

• CAS: 111991-09-4
• Catalog Number: ACM111991094
• Category: Main Products
• Molecular Weight: 410.41
• Molecular Formula: C₁₅H₁₈N₆O₆S
• Synonyms: 2-[[(4,6-DIMETHOXYPYRIMIDIN-2-YL) AMINO-CARBONYL]AMINO SULFONYL]-N,N-DIMETHYL-3-PYRIDINE CARBOXAMIDE;2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-n,n-dimethylnicotinamide;1-(4,6-dimethoxypyrimidin-2-yl)-3-(3-dimethylcarbamoyl-2-pyridylsulfonyl)urea;ACCENT;ACCENT (TM);DASUL;NICOSULFURON;NICOSULFURONOXAMIDE
• IUPAC Name: 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-N,N-dimethylpyridine-3-carboxamide
• Canonical SMILES: CN(C)C(=O)C1=C(N=CC=C1)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC
• InChI Key: RTCOGUMHFFWOJV-UHFFFAOYSA-N
• Melting Point: 141-144°C
• Density: 1.445g/cm³
• Appearance: White solid
• EC Number: 601-148-4
• Exact Mass: 410.10100
• Hazard Statements: Xi,N
• Safety Description: 24/25-26-61
• Stability: Stable at normal temperatures and pressures.
• Supplemental Hazard Statements: H315-H319-H410
• Symbol: GHS07,GHS09

Case Study

Synthesis of Herbicide Ionic Liquids Based on Nicosulfuron

Wang, Weichen, et al. New Journal of Chemistry, 2019, 43(2), 827-833.

In order to maximize the herbicidal effect of nicosulfuron, adjuvants need to be added to stabilize nicosulfuron. Five new herbicide ionic liquids (HIL1-5) based on nicosulfuron were synthesized through acid-base reactions, each with different types of cations.
· Through acid-base reaction, paired with tetrabutylammonium, benzyltriethylammonium, 2-hydroxyethyltrimethylammonium, cetyltrimethylammonium and cetylpyridine, five nicosulfuron-based herbicidal ionic liquids were synthesized.
· HIL1-5 each have different types of cations, including short-chain cations, branched hydrocarbon cations, long-chain branched hydrocarbon cations, fused heterocyclic cations, and aromatic hydrocarbon cations.
· HILs have low solubility and surface tension, as well as moderate octanol-water partition coefficient, which can reduce the risk of leaching and contaminating the water environment to a certain extent.
· Nicosulfuron-based herbicidal ionic liquids are more stable than nicosulfuron under high temperature and ultraviolet irradiation. The order of stability of herbicidal ionic liquids is HIL5>HIL1>HIL3>HIL2>HIL4.

Study on the Photocatalytic Degradation of Nicosulfuron

Dugandžić, Ana M., et al. Journal of Photochemistry and Photobiology A: Chemistry, 2017, 336, 146-155.

Nicosulfuron (C15H18N6O6S) is a sulfonylurea herbicide that can be absorbed by leaves and roots and rapidly translocated to the meristem in the xylem and phloem. In order to understand the photodegradation mechanism of nicosulfuron, the effects of TiO2 catalyst, inorganic ions, isopropyl alcohol, acetone and hydrogen peroxide on the photocatalytic degradation of nicosulfuron were studied.
Photocatalytic degradation properties of nicosulfuron
· Research on the photocatalytic degradation of nicosulfuron in the presence of TiO2 under ultraviolet polychromatic light shows that when the concentration of nicosulfuron is 20 mg/L, the optimal concentration of the catalyst is 1 g/L.
· Reactions in acidic media were found to be faster than reactions in alkaline media. The presence of salts (cations and anions) inhibits the reaction. The influence of anions on the reaction is Cl->(SO4)2->F->NO3-, and the influence of cations on the reaction is Na+>Ca2+>Al3+.
· The addition of isopropanol strongly inhibited the reaction, indicating that ·OH radicals in the solution played an important role in the photodegradation of nicosulfuron.
· The addition of acetone and hydrogen peroxide also inhibited the reaction. The addition of sodium fluoride and isopropyl alcohol completely inhibited the photocatalytic reaction.
Five intermediates originating from the opening of the pyrimidine ring were identified using HPLC-MS.

Custom Q&A

What is the molecular formula of nicosulfuron?

The molecular formula of nicosulfuron is C15H18N6O6S.

What is the molecular weight of nicosulfuron?

The molecular weight of nicosulfuron is 410.4 g/mol.

What is the IUPAC name of nicosulfuron?

The IUPAC name of nicosulfuron is 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-N,N-dimethylpyridine-3-carboxamide.

What is the canonical SMILES notation for nicosulfuron?

The canonical SMILES notation for nicosulfuron is CN(C)C(=O)C1=C(N=CC=C1)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC.

What is the molecular structure of nicosulfuron?

Nicosulfuron is a N-sulfonylurea that is 2-(carbamoylsulfamoyl)-N,N-dimethylpyridine-3-carboxamide substituted by a 4,6-dimethoxypyrimidin-2-yl group at the amino nitrogen.

What is the CAS number of nicosulfuron?

The CAS number of nicosulfuron is 111991-09-4.

How many hydrogen bond acceptors are present in nicosulfuron?

Nicosulfuron has 9 hydrogen bond acceptor counts.

What is the XLogP3-AA value of nicosulfuron?

The XLogP3-AA value of nicosulfuron is 0.6.

What is the topological polar surface area of nicosulfuron?

The topological polar surface area of nicosulfuron is 161 Ų.

What is the formal charge of nicosulfuron?

The formal charge of nicosulfuron is 0.