thiabendazole
A member of the class of benzimidazoles carrying a 1,3-thiazol-4-yl substituent at position 2. A mainly post-harvest fungicide used to control a wide range of diseases including Aspergillus, Botrytis, Cladosporium and Fusarium.
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
benzimidazole antifungalARO:3009317
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CHEBI:22715 -
CHEBI:38418 - benzimidazole fungicide
CHEBI:87036 - benzimidazole antifungal
ARO:3009317
Chemical structure
| Molecular formula | C10H7N3S |
|---|---|
| Charge | 0 |
| Average mass | 201.254 Da |
| Monoisotopic mass | 201.03607 Da |
| Source | ChEBI |
| InChIKey | WJCNZQLZVWNLKY-UHFFFAOYSA-N |
c1ccc2nc(-c3cscn3)nc2c1
InChI=1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)
Also called
- Equizole
- Mintezol
- Thibenzole
- 2-(1,3-thiazol-4-yl)-1H-benzimidazole
- 2-(1,3-THIAZOL-4-YL)-1H-BENZIMIDAZOLE
- 2-(1,3-thiazol-4-yl)benzimidazole
- 2-(4-thiazolyl)-1H-benzimidazole
- 2-(thiazol-4-yl)benzimidazole
- 4-(2-benzimidazolyl)thiazole
- MK 360
- TBZ
- Thiabendazole
- Tiabendazole
Cross-references
- thiabendazole
ARO:3009432 - beilstein:611403
- cas:148-79-8
- hmdb:HMDB0014868
- lincs.smallmolecule:LSM-3741
- metacyc.compound:THIABENDAZOLE
- pdb-ccd:TMG
- pesticides:thiabendazole
- ppdb:629
- reaxys:611403
- vsdb:629
- chembl:CHEMBL625
- pubchem.compound:5430
Drug registries
Patents and articles
Activity roles
- fungicide
CHEBI:24127 - antifungal agrochemical
CHEBI:86328
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:3009432 |
thiabendazole | antibioticmech:aro-4eb528f7f5 |
2026-08-30 |
| CHEBI | CHEBI:45979 |
thiabendazole | antibioticmech:chebi-ecc41d494a |
2026-08-30 |
Mechanism summary
- Clinical status
- APPROVED
Resistance mechanisms
UNKNOWN 6
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| benA(E198D) (amino acid mutation) [Not assayed] associated with resistance to thiabendazole |
— | Aspergillus nidulans NCBITaxon:162425NCBITaxon:227321UniProtKB:P10653 PHIPO:0000673 |
— | |
| benA(E198K) (amino acid mutation) [Not assayed] associated with resistance to thiabendazole |
— | Aspergillus nidulans NCBITaxon:162425NCBITaxon:227321UniProtKB:P10653 PHIPO:0000673 |
— | |
| benA(E198Q) (amino acid mutation) [Not assayed] associated with resistance to thiabendazole |
— | Aspergillus nidulans NCBITaxon:162425NCBITaxon:227321UniProtKB:P10653 PHIPO:0000673 |
— | |
| benA(F200Y) (amino acid mutation) [Not assayed] associated with resistance to thiabendazole |
— | Aspergillus nidulans NCBITaxon:162425NCBITaxon:227321UniProtKB:P10653 PHIPO:0000673 |
— | |
| benA(H6L) (amino acid mutation) [Not assayed] associated with resistance to thiabendazole |
— | Aspergillus nidulans NCBITaxon:162425NCBITaxon:227321UniProtKB:P10653 PHIPO:0000673 |
— | |
| benA(H6Y) (amino acid mutation) [Not assayed] associated with resistance to thiabendazole |
— | Aspergillus nidulans NCBITaxon:162425NCBITaxon:227321UniProtKB:P10653 PHIPO:0000673 |
— |
ANTIBIOTIC_TARGET_ALTERATION 3
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Colletotrichum gloeosporioides beta tubulin with mutations conferring resistance to thiabendazole | ARO:3009433 | — | ||
| Colletotrichum musae beta-tubulin with mutations conferring resistance to thiabendazole | ARO:3009473 | — | ||
| Fusarium graminearum beta-tubulin with mutations conferring resistance to thiabendazole | ARO:3009431 | — |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO, CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
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RESEEDED_FROM_SOURCES
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories