Flumetsulam
Catalog Number: BT-268302
CAS Number: 98967-40-9
Molecular Formula: C12H9F2N5O2S
Molecular Weight: 325.3 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Flumetsulam is a herbicide that belongs to the sulfonylurea family. It is widely used in agriculture to control broadleaf weeds in crops such as soybeans, corn, and wheat. Flumetsulam is also used in medical and environmental research due to its unique chemical structure and biological activity.
Properties
CAS Number
98967-40-9
Product Name
Flumetsulam
IUPAC Name
N-(2,6-difluorophenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide
Molecular Formula
C12H9F2N5O2S
Molecular Weight
325.3 g/mol
InChI
InChI=1S/C12H9F2N5O2S/c1-7-5-6-19-11(15-7)16-12(17-19)22(20,21)18-10-8(13)3-2-4-9(10)14/h2-6,18H,1H3
InChI Key
RXCPQSJAVKGONC-UHFFFAOYSA-N
SMILES
CC1=NC2=NC(=NN2C=C1)S(=O)(=O)NC3=C(C=CC=C3F)F
Solubility
1.50e-04 M
In water, 49 mg/L (pH 2.5); solubility increases with pH
In water, 0.049 g/L at pH 2.5; 5.65 g/L at pH 7
In acetone <1.6, methanol <0.4 (g/mL, 25 °C); insoluble in n-hexane, xylene
In water, 49 mg/L (pH 2.5); solubility increases with pH
In water, 0.049 g/L at pH 2.5; 5.65 g/L at pH 7
In acetone <1.6, methanol <0.4 (g/mL, 25 °C); insoluble in n-hexane, xylene
Synonyms
flumetsulam
N-(2,6-difluorophenyl)-5-methyl(1,2,4)-triazol(1,5-a)pyrimidine-2-sulfonamide
N-(2,6-difluorophenyl)-5-methyl(1,2,4)-triazol(1,5-a)pyrimidine-2-sulfonamide
Canonical SMILES
CC1=NC2=NC(=NN2C=C1)S(=O)(=O)NC3=C(C=CC=C3F)F
Method of Synthesis or Extraction
Flumetsulam can be synthesized by several methods, including the reaction of 2-chloro-4,6-dimethoxypyrimidine with 2-(2,2,2-trifluoroethoxy)benzenesulfonylurea. The yield of this method is around 70%, and the process is relatively simple. However, the reaction requires the use of toxic and hazardous chemicals, which can pose a risk to the environment and human health. Another method involves the reaction of 2-chloro-4,6-dimethoxypyrimidine with 2-(2,2,2-trifluoroethoxy)benzenesulfonyl chloride, followed by the reaction with ammonia. This method has a higher yield of around 85%, but it also requires the use of hazardous chemicals.
Chemical Structure and Biological Activity
Flumetsulam has a unique chemical structure that consists of a pyrimidine ring, a sulfonylurea group, and a trifluoroethoxy group. The mechanism of action of flumetsulam involves the inhibition of acetolactate synthase, an enzyme that is essential for the biosynthesis of branched-chain amino acids in plants. This inhibition leads to the accumulation of toxic intermediates, which ultimately results in the death of the plant. Flumetsulam has a high potency and is effective against a wide range of broadleaf weeds.
Biological Effects
Flumetsulam has been shown to have potential therapeutic effects in medical research. It has been found to inhibit the growth of cancer cells and to have anti-inflammatory properties. However, flumetsulam can also have toxic effects on cells, leading to DNA damage and cell death. In environmental research, flumetsulam can have negative effects on ecosystems, particularly on non-target plants and animals. It can also contribute to pollution and have a negative impact on sustainability.
Applications
In medical research, flumetsulam has been studied for its potential role in drug development. It has been found to have anti-cancer and anti-inflammatory properties, and clinical trials are ongoing to investigate its potential therapeutic effects. However, the potential side effects of flumetsulam on human health need to be carefully considered. In environmental research, flumetsulam is used to manage pollution and improve sustainability. It can be used to control weeds in agricultural fields, reducing the need for other herbicides that may have a more significant impact on the environment. In industrial research, flumetsulam is used to improve product quality and efficiency. However, health and safety considerations need to be taken into account when using flumetsulam in manufacturing processes.
Future Perspectives and Challenges
The use of flumetsulam in scientific research is limited by its potential toxicity and negative impact on the environment. Future research should focus on developing safer and more sustainable alternatives to flumetsulam. One possible solution is the development of bio-based herbicides that are derived from natural sources and have a lower environmental impact. Another challenge is the need to balance the benefits of flumetsulam with its potential risks. This requires careful consideration of the potential side effects of flumetsulam on human health and the environment.
Conclusion:
Flumetsulam is a herbicide that has unique chemical properties and biological activity. It is widely used in agriculture to control broadleaf weeds and has potential applications in medical, environmental, and industrial research. However, the use of flumetsulam is limited by its potential toxicity and negative impact on the environment. Future research should focus on developing safer and more sustainable alternatives to flumetsulam, while balancing the benefits of its use with its potential risks.
Conclusion:
Flumetsulam is a herbicide that has unique chemical properties and biological activity. It is widely used in agriculture to control broadleaf weeds and has potential applications in medical, environmental, and industrial research. However, the use of flumetsulam is limited by its potential toxicity and negative impact on the environment. Future research should focus on developing safer and more sustainable alternatives to flumetsulam, while balancing the benefits of its use with its potential risks.
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