| Identification | Back Directory | [Name]
Inpyrfluxam | [CAS]
1352994-67-2 | [Synonyms]
Inpyrfluxam
1H-Pyrazole-4-carboxamide, 3-(difluoromethyl)-N-[(3R)-2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl]-1-methyl- | [Molecular Formula]
C18H21F2N3O | [MOL File]
1352994-67-2.mol | [Molecular Weight]
333.38 |
| Hazard Information | Back Directory | [Uses]
Inpyrfluxam is a fungicidal compound used as a pesticide in seed treatment methods. | [Definition]
ChEBI: Inpyrfluxam is a member of the class of indanes that is indane substituted by methyl groups at positions 1,1 and 3R and by a [3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl]amino group at position 4. It is a fungicide that is a Complex II succinate dehydrogenase inhibitor, which is a functional part of the tricarboxylic acid cycle and linked to the mitochondrial electron transport chain. It exhibits high efficacy against major plant diseases including Brown Rust on wheat, Net Blotch on barley, and Black Scurf on potato. It has a role as a fungicide and an EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor. It is a member of pyrazoles, a secondary carboxamide, a member of indanes and an organofluorine pesticide. | [Production Methods]
Inpyrfluxam is manufactured through a contemporary, multi-fragment assembly typical of modern SDHI fungicides. Commercial production begins with construction of the substituted pyrazole-carboxamide core, usually formed by condensing a beta-dicarbonyl precursor with a hydrazine derivative under conditions that tightly control ring formation and prevent over-reaction of the sensitive heterocycle. In parallel, producers prepare the heavily fluorinated and chlorinated aromatic fragment that defines inpyrfluxam’s potency, using established halogenation and nucleophilic substitution chemistry chosen to preserve the integrity of the heteroaromatic ring. These advanced intermediates are then joined through a selective amide-forming or heteroaryl-aryl coupling step that assembles the full inpyrfluxam scaffold without degrading the fluorinated moieties. | [Mechanism of action]
Succinate Dehydrogenase Inhibitor (SDHI) acting at complex II in the mitochondrial respiration chain and involving the inhibition of mitochondrial respiration. | [Pesticide Type]
Fungicide |
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