Carbendazim

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title: "Carbendazim" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["acetylcholinesterase-inhibitors", "fungicides", "endocrine-disruptors", "benzimidazoles", "carbamates", "spermatotoxicants", "testicular-toxicants", "methyl-esters"] topic_path: "general/acetylcholinesterase-inhibitors" source: "https://en.wikipedia.org/wiki/Carbendazim" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 443497642 | Name = | Reference = | ImageFile = Carbendazim Structural Formulae V.1.svg | ImageSize = | PIN = Methyl (1H-1,3-benzimidazol-2-yl)carbamate | OtherNames = Mercarzole Carbendazole | SystematicName = | Section1 = {{Chembox Identifiers | Abbreviations = | ChemSpiderID_Ref = | ChemSpiderID = 23741 | InChIKey = TWFZGCMQGLPBSX-UHFFFAOYAS | StdInChI_Ref = | StdInChI = 1S/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13) | StdInChIKey_Ref = | StdInChIKey = TWFZGCMQGLPBSX-UHFFFAOYSA-N | CASNo_Ref = | CASNo = 10605-21-7 | ChEBI = 3392 | ChEMBL_Ref = | ChEMBL = 70971 | EINECS = | PubChem = 25429 | UNII_Ref = | UNII = H75J14AA89 | SMILES = COC(=O)Nc2nc1ccccc1[nH]2 | InChI = 1/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13) | RTECS = DD6500000 | MeSHName = | ChEBI_Ref = | KEGG_Ref = | KEGG = C10897

| Section2 = {{Chembox Properties | C=9 | H=9 | N=3 | O=2 | MolarMass = 191.187 g/mol | Appearance = White to light gray powder | Density = 1.45 g/cm3 | MeltingPtC = 302 to 307 | MeltingPt_notes = (decomposes) | BoilingPt = | BoilingPt_notes = | Solubility = 8 mg/L Disintegration = 302 -305 degree Temperature of disintegration = 1.5 - 2 hrs | SolubleOther = | Solvent = acetone | pKa = 4.48 | pKb = | Section3 = | Section4 = | Section5 = | Section6 = | Section7 = {{Chembox Hazards | MainHazards = | NFPA-H = | NFPA-F = | NFPA-R = | NFPA-S = | FlashPt = | AutoignitionPt = | ExploLimits = | PEL = Disintegration temp = 302 - 305 degree Disintegration temp = 1.5 - 2 hrs

Carbendazim is a fungicide, a member benzimidazole fungicides. It is a metabolite of benomyl.

The fungicide is used to control plant diseases in cereals and fruits, including citrus, bananas, strawberries, macadamia nuts, pineapples, and pomes. A 4.7% solution of carbendazim hydrochloride, sold as Eertavas, is marketed as a treatment for Dutch elm disease.{{cite news | url=http://www.smh.com.au/news/environment/fungicide-maker-in-birth-defect-storm/2009/02/02/1233423096718.html|title=Fungicide maker in birth defect storm|publisher=Sydney Morning Herald|date=2009-02-02|access-date=2010-03-21|author=Marissa Calligeros}}

Other uses

It is also employed as a casting worm control agent in amenity turf situations such as golf greens, tennis courts etc. and in some countries is licensed for that use only.

Safety, regulation, controversy

High doses of carbendazim destroy the testicles of laboratory animals.

Maximum pesticide residue limits (MRLs) for fresh produce in the EU are between 0.1 and 0.7 mg/kg with the exception of loquat fruits, which is set at 2 mg/kg. The limits for more commonly consumed citrus and pome fruits are between 0.1 and 0.2 mg/kg.

Use of this fungicide on macadamia plantations has proven controversial in Queensland.

References

References

  1. ''Merck Index'', 11th Edition, '''1794'''.
  2. (2000). "Kirk-Othmer Encyclopedia of Chemical Technology".
  3. Wight, Andrew. (14 January 2009). "Two-headed fish mystery deepens". Stock & Land.
  4. "Getting the best worm control".
  5. Aire, TA. (August 2005). "Short-term effects of carbendazim on the gross and microscopic features of the testes of Japanese quails (Coturnix coturnix japonica).". Anatomy and Embryology.
  6. (5 February 2010). "Carbendazim use banned on fruit crops". ABC.
  7. "EU Pesticides Database".

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acetylcholinesterase-inhibitorsfungicidesendocrine-disruptorsbenzimidazolescarbamatesspermatotoxicantstesticular-toxicantsmethyl-esters