thiophanate-methyl

CHEBI:35014 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of thioureas that is the dimethyl ester of (1,2-phenylenedicarbamothioyl)biscarbamic acid. A fungicide effective against a broad spectrum of diseases in fruit, vegetables, turf and other crops including eyespot, scab, powdery mildew and grey mould. — 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:23003 CHEBI:23003
CHEBI:51276 CHEBI:51276
CHEBI:87037 CHEBI:87037
CHEBI:87061 CHEBI:87061

Chemical structure

Computed structure properties
Molecular formula	C12H14N4O4S2
Charge	0
Average mass	342.402 Da
Monoisotopic mass	342.04565 Da
Source	ChEBI
InChIKey	QGHREAKMXXNCOA-UHFFFAOYSA-N

SMILES

COC(=O)NC(=S)Nc1ccccc1NC(=S)NC(=O)OC

InChI

InChI=1S/C12H14N4O4S2/c1-19-11(17)15-9(21)13-7-5-3-4-6-8(7)14-10(22)16-12(18)20-2/h3-6H,1-2H3,(H2,13,15,17,21)(H2,14,16,18,22)

Also called

dimethyl (1,2-phenylenedicarbamothioyl)biscarbamate (EXACT_SYNONYM)— chebi
1,2-Bis(3-(methoxycarbonyl)-2-thioureido)benzene (EXACT_SYNONYM)— chebi
1,2-Bis(methoxycarbonylthioureido)benzene (EXACT_SYNONYM)— chebi
1,2-Di-(3-methoxycarbonyl-2-thioureido)benzene (EXACT_SYNONYM)— chebi
Methyl thiophanate (EXACT_SYNONYM)— chebi
Methylthiofanate (EXACT_SYNONYM)— chebi
Methylthiophanate (EXACT_SYNONYM)— chebi
dimethyl 4,4'-(o-phenylene)bis(3-thioallophanate) (EXACT_SYNONYM)— chebi
dimethyl N,N'-[1,2-phenylenebis(azanediylcarbonothioyl)]dicarbamate (EXACT_SYNONYM)— chebi
dimethyl N,N'-[1,2-phenylenebis(iminocarbonothioyl)]bis[carbamate] (EXACT_SYNONYM)— chebi
o-Bis(3-methoxycarbonyl-2-thioureido)benzene (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:23564-05-8
kegg.compound:C14432
pesticides:thiophanate-methyl
ppdb:640
reaxys:937942

Activity roles

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

CHEBI:24127 CHEBI:24127
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:35014`	thiophanate-methyl	`antibioticmech:chebi-71052c7731`	2026-08-30

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

Provenance

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