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Sigma-Aldrich

Carbendazim

97%

Synonym(s):

BCM, Methyl 2-benzimidazolecarbamate, Methyl benzimidazol-2-ylcarbamate

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About This Item

Empirical Formula (Hill Notation):
C9H9N3O2
CAS Number:
10605-21-7
Molecular Weight:
191.19
Beilstein/REAXYS Number:
649044
EC Number:
234-232-0
MDL number:
MFCD00055390
UNSPSC Code:
12352100
PubChem Substance ID:
24863567
NACRES:
NA.22

assay

97%

form

powder

mp

>300 °C (lit.)

solubility

pyridine: soluble 1%, clear, very faintly brownish-yellow

SMILES string

COC(=O)Nc1nc2ccccc2[nH]1

InChI

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)

InChI key

TWFZGCMQGLPBSX-UHFFFAOYSA-N

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General description

Carbendazim is a systemic broad-spectrum fungicide, used worldwide against various fungal diseases of agricultural products. It is reported to pose deleterious effects on the human placental trophoblast cells. Dissipation pattern and risk assessment of carbendazim and mancozeb in mango fruits has been reported. The influence of carbendazim (methyl 2-benzimidazole carbamate) on the testis, efferent ductules and sperm of adult rat has been determined. Fast and sensitive method of determination of carbendazim (methyl benzimidazole-2-ylcarbamate, MBC) in water and soil samples has been developed by using dispersive liquid-liquid microextraction (DLLME) coupled with HPLC with fluorescence detection. Reaction kinetics of the transformation of the fungicide carbendazim induced by hydroxyl radical generated by the UV photolysis of H2O2 has been studied.

Application

Carbendazim (Methyl 2-benzimidazolecarbamate, Methyl benzimidazol-2-ylcarbamate) has been used in the following studies:
  • As positive control in direct contact assay (mycelial radial growth inhibition assay).
  • As pesticide and its effect on the transcription responses of Enchytraeus albidus have been studied.
  • As broad-spectrum antifungal compound, to study the antibacterial action of anti-tuberculosis drugs against Mycobacterium tuberculosis in the Dubos broth culture medium.

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Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Muta. 1B - Repr. 1B - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Gene expression responses linked to reproduction effect concentrations (EC10,20,50,90) of dimethoate, atrazine and carbendazim, in Enchytraeus albidus.
Novais SC, et al.
PLoS ONE, 7(4) (2012)
M Nakai et al.
Journal of andrology, 13(6), 507-518 (1992-11-01)
The effects of carbendazim (methyl 2-benzimidazole carbamate) on the testis, efferent ductules, and sperm were determined in the adult rat after a single oral dose. Two experimental trials were performed: a time response between 2 hours and 32 days after
Degradation of carbendazim by UV/H2O2 investigated by kinetic modelling.
Mazellier P, et al.
Environmental Chemistry Letters, 1(1), 68-72 (2003)
Qiuhua Wu et al.
Analytica chimica acta, 638(2), 139-145 (2009-03-31)
A rapid and sensitive method for the determination of carbendazim (methyl benzimidazole-2-ylcarbamate, MBC) and thiabendazole (TBZ) in water and soil samples was developed by using dispersive liquid-liquid microextraction (DLLME) coupled with high performance liquid chromatography with fluorescence detection. The water
Jinghua Zhou et al.
Reproductive toxicology (Elmsford, N.Y.), 51, 64-71 (2014-12-23)
Benomyl and carbendazim are benzimidazole fungicides that are used throughout the world against a wide range of fungal diseases of agricultural products. There is as yet little information regarding the toxicity of benzimidazole fungicides to human placenta. In this study
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