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