triforine

CHEBI:9715 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of N-alkylpiperazines in which the two amino groups of piperazine are replaced by 1-formamido-2,2,2-trichloroethyl groups. A fungicide active against a range of diseases including powdery mildew, scab and rust. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:24079 CHEBI:24079
CHEBI:36683 CHEBI:36683
CHEBI:46845 CHEBI:46845
CHEBI:60600 CHEBI:60600

Chemical structure

Computed structure properties
Molecular formula	C10H14Cl6N4O2
Charge	0
Average mass	434.966 Da
Monoisotopic mass	431.92479 Da
Source	ChEBI
InChIKey	RROQIUMZODEXOR-UHFFFAOYSA-N

SMILES

[H]C(=O)NC(N1CCN(C(NC([H])=O)C(Cl)(Cl)Cl)CC1)C(Cl)(Cl)Cl

InChI

InChI=1S/C10H14Cl6N4O2/c11-9(12,13)7(17-5-21)19-1-2-20(4-3-19)8(18-6-22)10(14,15)16/h5-8H,1-4H2,(H,17,21)(H,18,22)

Also called

Funginex (BRAND_NAME)— chebi
N,N'-[piperazine-1,4-diylbis(2,2,2-trichloroethane-1,1-diyl)]diformamide (EXACT_SYNONYM)— chebi
1,4-Bis(1-formamido-2,2,2-trichloroethyl)piperazine (EXACT_SYNONYM)— chebi
1,4-Bis(2,2,2-trichloro-1-formamidoethyl)piperazine (EXACT_SYNONYM)— chebi
Biformylchlorazin (EXACT_SYNONYM)— chebi
N,N'-(1,4-Piperazinediylbis(2,2,2-trichloroethylidene))bisformamide (EXACT_SYNONYM)— chebi
N,N'-(Piperazine-1,4-diylbis((trichloromethyl)methylene))diformamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:26644-46-2
kegg.compound:C10960
patent:EP0031454
patent:US3975527
pesticides:triforine
ppdb:669
reaxys:626358

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:77884 CHEBI:77884
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
CHEBI	`CHEBI:9715`	triforine	`antibioticmech:chebi-140e97f4e4`	2026-08-30

Mechanism summary

Mode of action: ERGOSTEROL_PATHWAY_INHIBITION host shared target — Assigned from ChEBI role CHEBI:77884 (EC 1.14.13.70 (sterol 14α-demethylase) 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

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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.