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trifludimoxazin

CAS No.
1258836-72-4
Chemical Name:
trifludimoxazin
Synonyms
Trifludimoxazin;Trifludimoxazin, 10 mM in DMSO;Trifludimoxazin,inhibit,Inhibitor;Trifludimoxazin 100 μg/mL in Acetonitrile;1,5-dimethyl-6-thioxo-3-(2,2,7-trifluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-1,3,5-triazinane-2,4-dione;1,5-dimethyl-6-thioxo-3-(2,2,7-trifluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-1,3,5-triazinane-2,4-dione;1,3,5-Triazine-2,4(1H,3H)-dione, dihydro-1,5-dimethyl-6-thioxo-3-[2,2,7-trifluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]-
CBNumber:
CB04836573
Molecular Formula:
C16H11F3N4O4S
Molecular Weight:
412.34
MDL Number:
MOL File:
1258836-72-4.mol
Last updated:2026-02-27 15:07:11

trifludimoxazin Properties

Boiling point 555.1±60.0 °C(Predicted)
Density 1.69±0.1 g/cm3(Predicted)
form Solid
pka -2.44±0.20(Predicted)
color Light yellow to khaki
FDA UNII TIF9B68IHN
EPA Substance Registry System 1,3,5-Triazine-2,4(1H,3H)-dione, dihydro-1,5-dimethyl-6-thioxo-3-[2,2,7-trifluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]- (1258836-72-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS09
Signal word  Danger
Hazard statements  H400-H410-H373-H360
Precautionary statements  P273-P391-P501-P273-P391-P501-P260-P314-P501

trifludimoxazin Chemical Properties,Uses,Production

Uses

Trifludimoxazin is a protoporphyrinogen oxidase inhibiting (PPO) herbicide[1]. Trifludimoxazin is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

Definition

ChEBI: Trifludimoxazin is a member of the class of 1,3,5-triazinanes that is 6-sulfanylidene-1,3,5-triazinane-2,4-dione in which the hydrogens attached to the nitrogens adjacent to the thioxo group have been replace by methyl groups and in which the hydrogen attached to the remaining nitrogen has replaced by a 2,2,7-trifluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-1,4-benzoxazin-6-yl group. A protoporphyrinogen oxidase inhibitor, it is used as a herbicide. It has a role as a herbicide, an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and an agrochemical. It is a benzoxazine, a member of 1,3,5-triazinanes and an organofluorine compound.

Synthesis

374.6 g (2.2647 mol) 1,1'-carbonyldiimidazole (98%), 76.4 g (0.7549 mol) triethyamine and 2437 g ethyl acetate were initially charged at 20°C in a stirred vessel. 200 g (0.7549 mol) 6- amino-2,2,7-trifluoro-4-prop-2-yny4H-benzo[1,4]oxazin-3-one (96,7%) were added in portions. The reaction mixture was heated to 55°C At this temperature 95.4 g (0,9064 mol) N,N'-dimethylthiourea (99%) were added. The reaction mixture was stirred at 75-77°C for 25 hours and then poured to a mixture of 2680 ml ice/water and 460 ml hydrochloric acid (32%). The phases were separated and the aqueous phase was extracted twice with 775 ml ethyl acetate. The combined organic phases were dried with Na2SO4 and concentrated to yield 322.9 g. The residue was dissolved in 5970 ml methanol at 65°C 5600 ml methanol were disted off and the remaining suspension was cooled to 0°C. The solid was filtered off and washed with 100 ml cold methanol. The wet solid was dried in a vacuum cabinet at 50°C/10mbar over 24 hours. the desired product trifludimoxazin (determined by quant. HPLC; HPLCmethod A) were isolated. yield 271.0 g, 86.9%.[2]
synthesis of trifludimoxazin

References

[1] Asher, Brady Scott, et al. Vertical mobility, soil adsorption, and cotton tolerance to three Protoporphyrinogen oxidase (PPO) inhibiting herbicides in three West Texas soils. Texas tech university.
[2] WOLF B, MAYWALD V,VOGELBACHER UJ, et al. Process formanufacturing triazinon-benzoxazizones: wo,2013092858 [P].2013-06-27.

trifludimoxazin Preparation Products And Raw materials

Raw materials

Preparation Products

trifludimoxazin Suppliers

Global( 15)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32470 58
TargetMol Chemicals Inc.
+1-781-999-5354; support@targetmol.com United States 39043 58
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 15801484223; psaitong@jm-bio.com China 29757 58
TargetMol Chemicals Inc. 4008200310 marketing@tsbiochem.com China 24963 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 11973 58
Tanmo Quality Inspection Technology Co., Ltd. 4008-099-669 23419001name@qq.com CHINA 6043 58
Sangon Biotech (Shanghai) Co.,Ltd. 400-821-026 Sales@sangon.com China 6710 58
Ainuo PharmaTech (Tianjin), Inc. 13269213627 275534894@qq.com China 438 58
Biosynth Biological Technology (Suzhou) Co Ltd 51288865780 sales@biosynth.com China 6051 58
Shanghai Amole Biotechnology Co., Ltd. 18916360931 18916360931 2596183085@qq.com China 17236 58

Related articles

View Lastest Price from trifludimoxazin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trifludimoxazin pictures 2026-03-03 Trifludimoxazin
1258836-72-4
US $39.00-0.00 / mg 99.84% 10g TargetMol Chemicals Inc.
  • Trifludimoxazin pictures
  • Trifludimoxazin
    1258836-72-4
  • US $39.00-0.00 / mg
  • 99.84%
  • TargetMol Chemicals Inc.
1,5-dimethyl-6-thioxo-3-(2,2,7-trifluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-1,3,5-triazinane-2,4-dione Trifludimoxazin 1,3,5-Triazine-2,4(1H,3H)-dione, dihydro-1,5-dimethyl-6-thioxo-3-[2,2,7-trifluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]- Trifludimoxazin,inhibit,Inhibitor 1,5-dimethyl-6-thioxo-3-(2,2,7-trifluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-1,3,5-triazinane-2,4-dione Trifludimoxazin, 10 mM in DMSO Trifludimoxazin 100 μg/mL in Acetonitrile 1258836-72-4