AntibioticMech

fluxapyroxad

CHEBI:83113 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An aromatic amide obtained by formal condensation of the carboxy group of 3-(difluoromethyl)-1-methylpyrazole-4-carboxylic acid with the amino group of 3',4',5'-trifluorobiphenyl-2-amine. Used to control a number of cereal fungal pathogens including those belonging to the Ascomycetes, Basidiomycetes and Zygomycetes families. — ChEBI

Classification

fungal succinate dehydrogenase inhibitorARO:3009539

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:22888 CHEBI:22888
• CHEBI:26410 CHEBI:26410
• CHEBI:62733 CHEBI:62733
• CHEBI:83576 CHEBI:83576
• CHEBI:87015 CHEBI:87015
• ARO:3009539 ARO:3009539

Chemical structure

Computed structure properties

Molecular formula	C18H12F5N3O
Charge	0
Average mass	381.304 Da
Monoisotopic mass	381.09005 Da
Source	ChEBI
InChIKey	SXSGXWCSHSVPGB-UHFFFAOYSA-N

SMILES

Cn1cc(C(=O)Nc2ccccc2-c2cc(F)c(F)c(F)c2)c(C(F)F)n1

InChI

InChI=1S/C18H12F5N3O/c1-26-8-11(16(25-26)17(22)23)18(27)24-14-5-3-2-4-10(14)9-6-12(19)15(21)13(20)7-9/h2-8,17H,1H3,(H,24,27)

Also called

• 3-(difluoromethyl)-1-methyl-N-(3',4',5'-trifluorobiphenyl-2-yl)pyrazole-4-carboxamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3009166
• cas:907204-31-3
• patent:DE102011017670
• patent:NZ587123
• pesticides:fluxapyroxad
• ppdb:2002
• reaxys:15702063
• pubchem.compound:16095400

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:24127 CHEBI:24127
• CHEBI:35718 CHEBI:35718
• CHEBI:86328 CHEBI:86328

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
ARO	ARO:3009166	fluxapyroxad	antibioticmech:aro-35e8c084ab	2026-08-30
CHEBI	CHEBI:83113	fluxapyroxad	antibioticmech:chebi-07705a36fb	2026-08-30

Mechanism summary

Mode of action

ENERGY_METABOLISM_INHIBITION host shared target — Assigned from ChEBI role CHEBI:83072 (EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.