Description

Florasulam (CAS No. 145701-23-1) is a highly selective sulfonamide herbicide belonging to the triazolopyrimidine class, with the molecular formula C₁₂H₈F₃N₅O₃S. Its IUPAC name is N-(2,6-difluorophenyl)-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide. This technical-grade compound is widely used in agricultural research and herbicide development due to its potent inhibition of acetolactate synthase (ALS), a key enzyme in branched-chain amino acid biosynthesis. Florasulam exhibits exceptional activity against broadleaf weeds while maintaining crop safety, making it a valuable tool for studying weed resistance mechanisms and optimizing herbicide formulations. Available as a high-purity solid (typically ≥95% by HPLC), it is suitable for analytical standards, biochemical assays, and formulation studies. Synonyms include Primus and Kantor. Store in a cool, dry place protected from light.

Properties

• CAS Number: 145701-23-1
• Complexity: 541
• IUPAC Name: N-(2,6-difluorophenyl)-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide
• InChI: 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
• InChI Key: QZXATCCPQKOEIH-UHFFFAOYSA-N
• LogP: log Kow = -1.22
• Exact Mass: 359.02999479
• Molecular Formula: C12H8F3N5O3S
• Molecular Weight: 359.29
• SMILES: COC1=NC=C(C2=NC(=NN21)S(=O)(=O)NC3=C(C=CC=C3F)F)F
• Topological: 107
• Monoisotopic Mass: 359.02999479
• Color/Form: Solid
• Melting Point: 220-221 °C ; also reported as 193.5-230.5 °C
• Solubility: In n-heptane 0.019X10-3; xylene 0.227; n-octanol 0.184 . In dichloroethane 3.75; methanol 9.81; acetone 123; ethyl acetate 15.9; acetonitrile 72.1
• Density: 1.53
• Vapor Pressure: 1X10-2 mPa /7.501X10-8 mm Hg/ at 25 °C
• Stability/Shelf Life: Hydrolytically stable for 30 days ; DT50 100 days
• Dissociation Constants: pKa = 4.54
• Synonyms: Florasulam, 145701-23-1, N-(2,6-Difluorophenyl)-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide, Primus, Kantor, Florasulam [ISO], UNII-00A64ZX8NB, 00A64ZX8NB, Boxer, HSDB 7941, NIKOS, DTXSID7044340, FLORASULAM [MI], [1,2,4]Triazolo[1,5-c]pyrimidine-2-sulfonamide, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy-, DTXCID5024340, N-(2,6-difluorophenyl)-5-methoxy-8-fluoro-(1,2,4)-triazolo-(1,5c)-pyrimidine-2-sulfonamide, 2′,6′,8-TRIFLUORO-5-METHOXY(1,2,4)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-, N-(2,6-DIFLUOROPHENYL)-8-FLUORO-5-METHOXY(1,2,4)TRIAZOLO(1,5-C)PYRIMIDINE-2-SULFONAMIDE, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy(1,2,4)triazolo-(1,5-c)pyrimidine-2-sulfonamide, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy-(1,2,4)triazolo(1,5-c)pyrimidine-2-sulfonamide, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy[1,2,4]triazolo-[1,5-c]pyrimidine-2-sulfonamide, N-(2,6-Difluorophenyl)-8-fluoro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide, USEPA/OPP Pesticide Code: 129108, 2′, 6′, 8-trifluoro-5-methoxy-s-triazolo, 604-488-1, Kantor; Primus; Primus SC, CHEBI:82009, Florasulam 10 microg/mL in Acetonitrile, C12H8F3N5O3S, SCHEMBL116614, CHEMBL3185236, MSK22380, Tox21_302433, AKOS015901201, DB15316, DS-6608, NCGC00255762-01, FF102367, DB-042799, CAS-145701-23-1, CS-0013914, NS00001447, Florasulam, PESTANAL(R), analytical standard, C18850, A1-01909, Q22807578, [1,2,4]Triazolo[1,5-c]pyrimidine-2- sulfonamide, N-(2,6-difluorophenyl)-8-fluoro-5-methoxy-

Application

Florasulam is primarily used as a herbicide in agricultural research for controlling broadleaf weeds in cereal crops. Its mode of action involves inhibition of acetolactate synthase (ALS), disrupting plant amino acid synthesis. Researchers utilize this compound to study weed resistance patterns and develop synergistic herbicide mixtures. It also serves as a reference standard in environmental monitoring and residue analysis.

Safety and Hazards

GHS Hazard Statements

• H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P273, P391, and P501

Hazard Classes and Categories

• Aquatic Acute 1 (100%)
• Aquatic Chronic 1 (100%)

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