| Identification | Back Directory | [Name]
FLUMIOXAZIN | [CAS]
103361-09-7 | [Synonyms]
VALOR
PLEDGE
V-53482
S-53482
sumisoya
FluMizin
Guillotine
FLUMIOXAZIN
FluMinoxazin
Flumioxazin 0
FLUMIOXAZIN STANDARD
Flumioxazin Solution, 100ppm
Flumioxazin Solution, 1000ppm
Flumioxazin 100mg [103361-09-7]
flumioxazin (bsi, draft iso, ansi)
4-benzoxazin-6-yl)-(2-propynyl)-2h-
4,5,6,7-tetrahydro-2-(7-fluoro-3,4-dihydro-3-oxo-4-1h-isoindole-3(2h)-dione
7-fluoro-6-(3,4,5,6-tetrahydrophthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2
7-Fluoro-6-(3,4,5,6-tetrahydrophthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2H)-one
N-(7-Fluoro-3,4-dihydro-3-oxo-(2-propynyl)-2H-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamide
1H-Isoindole-1,3(2H)-dione, 2-7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl-4,5,6,7-tetrahydro-
2-(7-Fluoro-3-oxo-4-prop-2-yn-1-yl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
flumioxazin (ISO) N-(7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamide
2-[7-Fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
1H-Isoindole-1,3(2H)-dione,2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-
N-(7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamide ,flumioxazin (ISO) | [Molecular Formula]
C19H15FN2O4 | [MDL Number]
MFCD01754256 | [MOL File]
103361-09-7.mol | [Molecular Weight]
354.33 |
| Chemical Properties | Back Directory | [Melting point ]
201.83-203.83° | [Boiling point ]
644.4±55.0 °C(Predicted) | [density ]
d20 1.5132 g/ml | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated) | [form ]
neat | [pka]
-0.01±0.20(Predicted) | [color ]
White to off-white | [Henry's Law Constant]
1.6×101 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care | [InChI]
1S/C19H15FN2O4/c1-2-7-21-15-9-14(13(20)8-16(15)26-10-17(21)23)22-18(24)11-5-3-4-6-12(11)19(22)25/h1,8-9H,3-7,10H2 | [InChIKey]
FOUWCSDKDDHKQP-UHFFFAOYSA-N | [SMILES]
Fc1cc2OCC(=O)N(CC#C)c2cc1N3C(=O)C4=C(CCCC4)C3=O | [LogP]
2.550 | [EPA Substance Registry System]
Flumioxazin (103361-09-7) |
| Hazard Information | Back Directory | [Uses]
Herbicide. | [Definition]
ChEBI: Flumioxazin is a benzoxazine that is N-(prop-2-yn-1-yl)-2H-1,4-benzoxazin-3(4H)-one which is substituted at position 6 by a 1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl group and at position 7 by a fluorine. A protoporphyrinogen oxidase inhibitor, it is used for the control of weeds in soya, peanuts, and a variety of vegetable and fruit crops. It has a role as a herbicide, an agrochemical, an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a teratogenic agent. It is a benzoxazine, a terminal acetylenic compound, a dicarboximide and an organofluorine compound. | [Production Methods]
Flumioxazin is commercially produced through a multi-step synthesis starting with 2,4-difluoronitrobenzene. The process begins with nitration to yield 1,5-difluoro-2,4-dinitrobenzene, which then undergoes etherification with butyl hydroxyacetate to form butyl 3-fluoro-4,6-dinitrophenoxyacetate. This intermediate is subjected to hydrogenation and cyclization to produce 7-fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one. Under alkaline conditions, it is alkylated with propargyl chloride, followed by amidation with 3,4,5,6-tetrahydrophthalic anhydride to yield flumioxazin. | [Mechanism of action]
Induces accumulation of porphyrins leading to membrane damage. Inhibition of protoporphyrinogen oxidase (PPO) - cell membrane disruption | [Metabolic pathway]
When the rats are given a single oral dose of 14C-S-
53482, seven metabolites are identified in the urine
and the feces. Alcohol derivatives and the acetoanilide
derivative are isolated from the urine, and three
sulfonic acid conjugates with a sulfonic acid group
incorporated into the double bond of the 3,4,5,6-
tetrahydrophthalimide moiety are isolated from the
feces. | [Pesticide Type]
Herbicide |
| Questions And Answer | Back Directory | [Description]
FLUMIOXAZIN is a benzoxazinones-type herbicide used on soybeans, peanuts, orchard fruits and other crop. It is a diphenyl ether group G herbicide that functioning through inhibiting the protoorphyrinogen oxidase. As a light-dependent peroxidising herbicide (LDPH), it takes effect by blocking heme and chlorophyll biosynthesis resulting in the accumulation of phototoxic porphyrins, leading to the membrane damage and further killing the weeds.
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