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378674

Sigma-Aldrich

Carbendazim

97%

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Synonym(s):
BCM, Methyl 2-benzimidazolecarbamate, Methyl benzimidazol-2-ylcarbamate
Empirical Formula (Hill Notation):
C9H9N3O2
CAS Number:
10605-21-7
Molecular Weight:
191.19
Beilstein:
649044
EC Number:
234-232-0
MDL number:
MFCD00055390
PubChem Substance ID:
24863567
NACRES:
NA.22

Quality Level

100

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.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

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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
Degradation of carbendazim by UV/H2O2 investigated by kinetic modelling.
Mazellier P, et al.
Environmental Chemistry Letters, 1(1), 68-72 (2003)
David Coleman et al.
The Journal of antimicrobial chemotherapy, 66(1), 146-150 (2010-11-13)
to explore the effect of low incubation temperatures and the consequent slowing of bacterial metabolism on the bactericidal action of anti-tuberculosis drugs against Mycobacterium tuberculosis. counting of surviving bacteria during exposure of static cultures to 1 mg/L isoniazid, 2 mg/L
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
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)
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