| Identification | Back Directory | [Name]
FLORASULAM | [CAS]
145701-23-1 | [Synonyms]
de-570
FLORASULAM
Florasulam [iso]
florasulam (bsi,iso)
FlorasμLam, 10 μg /μL in Acetonitrile
2',6'-difluoro-5-ethoxy-8-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonanilide
N-(2,6-Difluorophenyl)-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide
florasulam (ISO) 2',6',8-trifluoro-5-methoxy-5-triazolo[1,5-c] pyrimidine-2-sulfonanilide
[1,2,4]Triazolo[1,5-c]pyrimidine-2-sulfonamide, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy- | [Molecular Formula]
C12H8F3N5O3S | [MDL Number]
MFCD08273843 | [MOL File]
145701-23-1.mol | [Molecular Weight]
359.28 |
| Chemical Properties | Back Directory | [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. ]
0-6°C | [solubility ]
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
4.54(at 25℃) | [Appearance]
White to off-white Solid | [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 Data | Back Directory | [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) |
| Questions And Answer | Back Directory | [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
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| Hazard Information | Back Directory | [Uses]
Herbicide. | [Definition]
ChEBI: Florasulam is a sulfonamide. | [Synthesis]
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). |
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