ChemicalBook Product Catalog Chemical pesticides Herbicide Amide herbicides FLORASULAM

FLORASULAM

Product NameFLORASULAM
CAS145701-23-1
MFC12H8F3N5O3S
MW359.28
EINECS
MOL File145701-23-1.mol

Chemical Properties

Melting point	220-221° (dec) (Van Heertum); also reported as 193.5-230.5° (Thompson)
Density	1.75±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
solubility	DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka	4.54(at 25℃)
Appearance	White to off-white Solid
Henry's Law Constant	1.7×10⁶ mol/(m³Pa) at 25℃, HSDB (2015)
Major Application	agriculture environmental
InChI	1S/C12H8F3N5O3S/c1-23-12-16-5-8(15)10-17-11(18-20(10)12)24(21,22)19-9-6(13)3-2-4-7(9)14/h2-5,19H,1H3
InChIKey	QZXATCCPQKOEIH-UHFFFAOYSA-N
SMILES	COc1ncc(F)c2nc(nn12)S(=O)(=O)Nc3c(F)cccc3F
LogP	1.290 (est)
EPA Substance Registry System	[1,2,4]Triazolo[1,5-c]pyrimidine-2- sulfonamide, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy- (145701-23-1)

Safety Information

Hazard Codes	N
Risk Statements	50/53
Safety Statements	60-61
RIDADR	UN 3077 9 / PGIII
WGK Germany	2
Storage Class	11 - Combustible Solids
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1
Hazardous Substances Data	145701-23-1(Hazardous Substances Data)
Toxicity	LD50 in rat, quail (mg/kg): >6000, 1046 orally; percutaneously in rabbit: >2000 mg/kg; LC50 in rainbow trout, bluegill (96 hr): >96, >98 mg/l (Thompson)

Usage And Synthesis

Description

Florasulam is a kind of selective triazolopyrimidine sulfonanilide post-emergent herbicide. It is absorbed by the foliage or roots of the plants. It acts as a systemic herbicide, being able to disrupt the internal growth processes of the weeds and causes their death in several weeks. It can be used for the control of broadleaf weeds in cereals. Its mechanism of action is through inhibiting the acetolactate synthase (ALS) in plants. The enzyme is present in the chloroplast and participates into the biosynthesis of branch chain amino acids such as valine, leucine and isoleucine. Through this mechanism, it can suppress plant cell division, plant growth and ultimately cause plant death.

References

http://msdssearch.dow.com/PublishedLiteratureDOWCOM/dh_07cf/0901b803807cfdd2.pdf?filepath=productsafety/pdfs/noreg/233-00436.pdf&fromPage=GetDoc
http://www.agropages.com/AgroData/Detail-640.htm

Uses

Herbicide.

Definition

ChEBI: Florasulam is a sulfonamide.

Synthesis

[1,2,4]Triazolo[1,5-c]pyrimidine-2-sulfonyl chloride, 8-fluoro-5-methoxy-

147150-78-5

5509-65-9

145701-23-1

B. Add 5.1 g (40 mmol) of 2,6-difluoroaniline, 10 mL of alcohol solvent, and a small amount of naphthalene crystals (as an internal standard for liquid chromatography) to a 50 mL flask, and heat the mixture to 40 °C. Under nitrogen protection and stirring conditions, 2.67 g (10 mmol) of 2-chlorosulfonyl-8-fluoro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidine solid was slowly added until the chlorosulfonyl feedstock completely disappeared (monitored by high-pressure liquid chromatography). After completion of the reaction, the mixture was cooled to room temperature and the solid product was collected by filtration. The solid was washed with 10 mL of 2-propanol followed by water and dried. The resulting N-(2,6-difluorophenyl)-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide was more than 99% pure (results are shown as Runs 4 through 6 in the table below).

References

[1] Patent: EP1066289, 2003, B1. Location in patent: Page/Page column 6
[2] Patent: EP1066289, 2003, B1. Location in patent: Page/Page column 6;7

FLORASULAM

Chemical Properties

Safety Information

Usage And Synthesis

Preparation Products And Raw materials

FLORASULAM Supplier

FLORASULAM manufacturers

Related Product Information