U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C9H9N3O2.H3O4P
Molecular Weight 289.1818
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBENDAZIM PHOSPHATE

SMILES

OP(O)(O)=O.COC(=O)NC1=NC2=C(N1)C=CC=C2

InChI

InChIKey=REWXUTPFTIKUDX-UHFFFAOYSA-N
InChI=1S/C9H9N3O2.H3O4P/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8;1-5(2,3)4/h2-5H,1H3,(H2,10,11,12,13);(H3,1,2,3,4)

HIDE SMILES / InChI
Carbendazim is a broad-spectrum benzimidazole antifungal with potential antimitotic and antineoplastic activities widely used as a fungicide in agriculture and home gardening, and as an antihelminthic in veterinary medicine. As a fungicide, carbendazim used for controls Ascomycetes, Fungi Imperfecti, and Basidiomycetes on a wide variety of crops, including bananas, cereals, cotton, fruits, grapes, mushrooms, ornamentals, peanuts, sugarbeet, soybeans, tobacco, and vegetables. Carbendazim is a chemically stable and relatively persistent fungicide which only metabolizes to a limited extent in plants and in soil. The only detected metabolite is 2-aminobenzimidazole, which constitutes less than 5% of the total residues in leaves. Carbendazim may be anticipated to metabolize in the animal into hydroxylated analogues which may appear in meat and milk products. Carbendazim acts as a mitotic poison by altering tubulin binding and microtubule formation. This has been proposed as a possible mechanism of action for the developmental abnormalities seen in animal studies with high concentrations.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pesticide residues on the external surfaces of field crop sprayers: occupational exposure.
2005-06
Determination of pesticides in apple-based infant foods using liquid chromatography electrospray ionization tandem mass spectrometry.
2005-02-09
Quantification of the particle method for chemotactic bioassay using Peronosporomycete zoospores.
2005-01-26
Dose-dependent effects of carbendazim on rat thymus.
2004-12-08
Pesticide levels in surface waters in an agricultural-forestry basin in Southern Chile.
2004-11
Modeling the dietary pesticide exposures of young children.
2004-10-12
Simultaneous separation and on-line concentration of amitrole and benzimidazole pesticides by capillary electrophoresis with a volatile migration buffer applicable to mass spectrometric detection.
2004-10-08
Endocrine-disrupting activity in carbendazim-induced reproductive and developmental toxicity in rats.
2004-10-08
Determination of tridemorph and other fungicide residues in fruit samples by liquid chromatography-electrospray tandem mass spectrometry.
2004-08-06
Pesticide residues on the external surfaces of field-crop sprayers: environmental impact.
2004-08
Repeated dose 28-day oral toxicity study in Wistar rats with a mixture of five pesticides often found as residues in food: alphacypermethrin, bromopropylate, carbendazim, chlorpyrifos and mancozeb.
2004-08
Implications of fungicidal effects of benzimidazole compounds on Duddingtonia flagrans in integrated nematode parasite management in livestock.
2004-07
2,5-hexanedione and carbendazim coexposure synergistically disrupts rat spermatogenesis despite opposing molecular effects on microtubules.
2004-07
Determination of carbendazim, thiabendazole, and o-phenylphenol residues in lemons by HPLC following sample clean-up by ion-pairing.
2004-06
[Induction and genetic analysis of laboratory mutants of Gibberella zeae resistance to carbendazim].
2004-04
A mini-bag technique for evaluation of fungicide effects on Trichoderma spp in mushroom compost.
2004-04
A benzimidazole fungicide, benomyl, and its metabolite, carbendazim, induce aromatase activity in a human ovarian granulose-like tumor cell line (KGN).
2004-04
Use of terrestrial model ecosystem data in environmental risk assessment for industrial chemicals, biocides and plant protection products in the EU.
2004-03-03
The use of integrated soil microcosms to assess the impact of carbendazim on soil ecosystems.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on organic matter breakdown and soil fauna feeding activity.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on nutrient cycling.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on earthworms.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on enchytraeids.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on soil microarthropod communities.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on nematodes.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: effects of carbendazim on soil microbial parameters.
2004-03-03
Ring-testing and field-validation of a terrestrial model ecosystem (TME)--an instrument for testing potentially harmful substances: fate of the model chemical carbendazim.
2004-03-03
Optimization of a matrix solid-phase dispersion method for the determination analysis of carbendazim residue in plant material.
2004-02-05
[Pathogenicity of fungi isolated from American ginseng seeds and bioassay of fungicides against the pathogenic fungi].
2004-02
Assessing structural and functional plankton responses to carbendazim toxicity.
2004-02
Biology and integrated control of Pestalotiopsis on container-grown ericaceous crops.
2004-02
Microwave-assisted extraction for the simultaneous determination of thiamethoxam, imidacloprid, and carbendazim residues in fresh and cooked vegetable samples.
2004-01-14
Discovering modes of action for therapeutic compounds using a genome-wide screen of yeast heterozygotes.
2004-01-09
Adsorption, transformation, and bioavailability of the fungicides carbendazim and iprodione in soil, alone and in combination.
2004-01
Re-identification and characterization of pathogens causing ugurassa (Flacourtia inermis) fruit anthracnose.
2004-01
Fungicidal impact on chickpea--Mesorhizobium symbiosis.
2004
Down regulation of humoral immunity in chickens due to carbendazim.
2003-11-06
Persistence of the fungicides thiabendazole, carbendazim and prochloraz-Mn in mushroom casing soil.
2003-11
Investigation of preconcentration strategies for the trace analysis of multi-residue pesticides in real samples by capillary electrophoresis.
2003-10-03
[Effects of pesticide-contamination on population size and denitrification activity of denitrifying bacteria in paddy soils].
2003-10
Cynodontin: a fungal metabolite with antifungal properties.
2003-08-13
Carbendazim and metalaxyl residues in post-harvest treated apples.
2003-08
Occurrence of pesticide residues in mushrooms in Northern Ireland, July 1997-January 1999.
2003-08
Determination of seventeen polar/thermolabile pesticides in apples and apricots by liquid chromatography/mass spectrometry.
2003-07-11
The alga Chlamydomonas reinhardtii UVS11 gene is responsible for cell division delay and temporal decrease in histone H1 kinase activity caused by UV irradiation.
2003-06-11
[Genetics of resistance to carbendazim in Gibberella zeae].
2003-05
Simultaneous analysis of carbamate pesticides in tap and raw water by LC/ESI/MS.
2003-04
Application of GRAM and TLD to the resolution and quantitation of real complex multicomponent mixtures by fluorescence spectroscopy.
2003-04
[Presearch on preventing the medicinal plant diseases with Trichoderma harzianum preparation].
2003-01
Activity of some chemicals in the control of Botrytis cinerea on roses.
2003
Patents
Name Type Language
CORREX
Preferred Name English
CARBENDAZIM PHOSPHATE
Common Name English
(1H-BENZIMIDAZOLE-2-YL)CARBAMIC ACID METHYL/PHOSPHORIC ACID
Systematic Name English
CARBAMIC ACID, 1H-BENZIMIDAZOL-2-YL-, METHYL ESTER, PHOSPHATE (1:1)
Systematic Name English
METHYL-2-BENZIMIDAZOLECARBAMATE PHOSPHATE
Common Name English
J1.603.165H
Code English
MBC PHOSPHATE
Common Name English
LIGNASAN BLP
Common Name English
METHYL 1H-BENZIMIDAZOL-2-YLCARBAMATE PHOSPHATE (1:1)
Systematic Name English
MECARZOLE MONOPHOSPHATE
Common Name English
MBC-P
Common Name English
EPA PESTICIDE CHEMICAL CODE 099102
Code English
METHYL BENZIMIDAZOL-2-YLCARBAMATE PHOSPHATE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID1032698
Created by admin on Mon Mar 31 21:59:31 GMT 2025 , Edited by admin on Mon Mar 31 21:59:31 GMT 2025
PRIMARY
FDA UNII
G80D8G2696
Created by admin on Mon Mar 31 21:59:31 GMT 2025 , Edited by admin on Mon Mar 31 21:59:31 GMT 2025
PRIMARY
PUBCHEM
65417
Created by admin on Mon Mar 31 21:59:31 GMT 2025 , Edited by admin on Mon Mar 31 21:59:31 GMT 2025
PRIMARY
CAS
52316-55-9
Created by admin on Mon Mar 31 21:59:31 GMT 2025 , Edited by admin on Mon Mar 31 21:59:31 GMT 2025
PRIMARY
WIKIPEDIA
Carbendazim phosphate
Created by admin on Mon Mar 31 21:59:31 GMT 2025 , Edited by admin on Mon Mar 31 21:59:31 GMT 2025
PRIMARY