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
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)
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
Title | Date | PubMed |
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Embryolethal and teratogenic effects of carbendazim in rats. | 2001 |
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Carbendazim-induced haematological, biochemical and histopathological changes to the liver and kidney of male rats. | 2001 Dec |
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The in vivo gut micronucleus test detects clastogens and aneugens given by gavage. | 2001 Jan |
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Pesticide residues in oranges from Valencia (Spain). | 2001 Jul |
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Microtubule depolymerization in rat seminiferous epithelium is associated with diminished tyrosination of alpha-tubulin. | 2001 Jun |
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Exploring the mechanisms of action of FB642 at the cellular level. | 2001 May |
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[In vitro study of the antimutagenic activity of alphahederin]. | 2001 May-Jun |
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Humoral and cellular immunity rates in chemical plant workers producing dust pesticides. | 2001 Nov-Dec |
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The influence of fungicides on the growth of Trichoderma asperellum. | 2002 |
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Preclinical antitumor activity and pharmacokinetics of methyl-2-benzimidazolecarbamate (FB642). | 2002 Aug |
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Multiresidue determination of pesticides in drinking and related waters by solid-phase extraction and liquid chromatography with ultraviolet detection: interlaboratory study. | 2002 Mar-Apr |
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Determination of pesticide residues in coconut water by liquid-liquid extraction and gas chromatography with electron-capture plus thermionic specific detection and solid-phase extraction and high-performance liquid chromatography with ultraviolet detection. | 2002 May 31 |
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A survey of EPA/OPP and open literature on selected pesticide chemicals. III. Mutagenicity and carcinogenicity of benomyl and carbendazim. | 2002 Sep |
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Comparison of microextraction procedures to determine pesticides in oranges by liquid chromatography-mass spectrometry. | 2002 Sep 13 |
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Cytokinetic actomyosin ring formation and septation in fission yeast are dependent on the full recruitment of the polo-like kinase Plo1 to the spindle pole body and a functional spindle assembly checkpoint. | 2002 Sep 15 |
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Simultaneous analysis of carbamate pesticides in tap and raw water by LC/ESI/MS. | 2003 Apr |
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Application of GRAM and TLD to the resolution and quantitation of real complex multicomponent mixtures by fluorescence spectroscopy. | 2003 Apr |
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Analysis of microtubules and F-actin structures in hyphae and conidia development of the opportunistic human pathogenic black yeast Aureobasidium pullulans. | 2003 Apr |
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Cynodontin: a fungal metabolite with antifungal properties. | 2003 Aug 13 |
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Photochemical behaviour of carbendazim in aqueous solution. | 2003 Feb |
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Mode of action and pesticidal activity of the natural product dunnione and of some analogues. | 2003 Feb |
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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 Jun 11 |
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[Genetics of resistance to carbendazim in Gibberella zeae]. | 2003 May |
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Fungicidal impact on chickpea--Mesorhizobium symbiosis. | 2004 |
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Pesticide residues on the external surfaces of field-crop sprayers: environmental impact. | 2004 Aug |
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[Pathogenicity of fungi isolated from American ginseng seeds and bioassay of fungicides against the pathogenic fungi]. | 2004 Feb |
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Assessing structural and functional plankton responses to carbendazim toxicity. | 2004 Feb |
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Biology and integrated control of Pestalotiopsis on container-grown ericaceous crops. | 2004 Feb |
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The use of integrated soil microcosms to assess the impact of carbendazim on soil ecosystems. | 2004 Feb-Mar |
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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 Feb-Mar |
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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 Feb-Mar |
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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 Feb-Mar |
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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 Feb-Mar |
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2,5-hexanedione and carbendazim coexposure synergistically disrupts rat spermatogenesis despite opposing molecular effects on microtubules. | 2004 Jul |
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Determination of carbendazim, thiabendazole, and o-phenylphenol residues in lemons by HPLC following sample clean-up by ion-pairing. | 2004 Jun |
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Quantification of the particle method for chemotactic bioassay using Peronosporomycete zoospores. | 2004 Nov-Dec |
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Determination of pesticides in apple-based infant foods using liquid chromatography electrospray ionization tandem mass spectrometry. | 2005 Feb 9 |
Patents
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DTXSID1032698
Created by
admin on Sat Dec 16 08:18:20 GMT 2023 , Edited by admin on Sat Dec 16 08:18:20 GMT 2023
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G80D8G2696
Created by
admin on Sat Dec 16 08:18:20 GMT 2023 , Edited by admin on Sat Dec 16 08:18:20 GMT 2023
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65417
Created by
admin on Sat Dec 16 08:18:20 GMT 2023 , Edited by admin on Sat Dec 16 08:18:20 GMT 2023
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52316-55-9
Created by
admin on Sat Dec 16 08:18:20 GMT 2023 , Edited by admin on Sat Dec 16 08:18:20 GMT 2023
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Carbendazim phosphate
Created by
admin on Sat Dec 16 08:18:20 GMT 2023 , Edited by admin on Sat Dec 16 08:18:20 GMT 2023
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PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD