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Carbendazim

CAS No.
10605-21-7
Chemical Name:
Carbendazim
Synonyms
BCM;MBC;CARBENDAZIN;spin;carbendazime;agrizim;BAVISTIN;carbendazole;METHYL 2-BENZIMIDAZOLECARBAMATE;a118
CBNumber:
CB5416930
Molecular Formula:
C9H9N3O2
Molecular Weight:
191.19
MDL Number:
MFCD00055390
MOL File:
10605-21-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-20 20:20:01
Product description Number Pack Size Price
BCMA human recombinant, expressed in E. coli, ≥98% (SDS-PAGE), ≥98% (HPLC), suitable for cell culture SRP3010 20μG $394
Fenbendazole Related Compound A certified reference material, pharmaceutical secondary standard PHR2862 50MG $563
Fenbendazole impurity A European Pharmacopoeia (EP) Reference Standard F0040010 25 mg $241
Carbendazim 97% 378674 100g $55
Fenbendazole Related Compound A United States Pharmacopeia (USP) Reference Standard 1269414 30mg $1340
More product size

Carbendazim Properties

Melting point >300 °C (lit.)
Boiling point 326.92°C (rough estimate)
Density 1.4500
vapor pressure 1.5 x 10-4 Pa (25 °C)
refractive index 1.6500 (estimate)
Flash point 11 °C
storage temp. -20°C
solubility pyridine: soluble1%, clear, very faintly brownish-yellow
pka 4.48(at 25℃)
form Solid
color White to off-white
biological source human
Water Solubility <0.1 g/100 mL at 21 ºC
Merck 13,1799
BRN 649044
Henry's Law Constant 4.7×105 mol/(m3Pa) at 25℃, HSDB (2015)
Major Application agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care
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)
InChIKey TWFZGCMQGLPBSX-UHFFFAOYSA-N
SMILES COC(=O)Nc1nc2ccccc2[nH]1
LogP 1.4-1.5 at 25℃ and pH5-9
CAS DataBase Reference 10605-21-7(CAS DataBase Reference)
EWG's Food Scores 5
NCI Dictionary of Cancer Terms carbendazim
FDA UNII H75J14AA89
Pesticides Freedom of Information Act (FOIA) Carbendazim
EPA Substance Registry System Carbendazim (10605-21-7)
UNSPSC Code 41116107
NACRES NA.32

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)Environment (GHS09)
GHS08,GHS09
Signal word  Danger
Hazard statements  H340-H360FD-H410
Precautionary statements  P202-P273-P280-P308+P313-P391-P405
PPE dust mask type N95 (US), Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes  T,N,F,Xn
Risk Statements  46-60-61-50/53-39/23/24/25-23/24/25-11-52/53
Safety Statements  53-45-60-61-36/37-16
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  DD6500000
TSCA  TSCA listed
HS Code  29339900
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Aquatic Acute 1
Aquatic Chronic 1
Muta. 1B
Repr. 1B
Skin Sens. 1
Hazardous Substances Data 10605-21-7(Hazardous Substances Data)
Toxicity LD50 oral in rabbit: 8160mg/kg
REACH Registrations Active

Carbendazim price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SRP3010 BCMA human recombinant, expressed in E. coli, ≥98% (SDS-PAGE), ≥98% (HPLC), suitable for cell culture 10605-21-7 20μG $394 2026-04-30 Buy
Sigma-Aldrich PHR2862 Fenbendazole Related Compound A certified reference material, pharmaceutical secondary standard 10605-21-7 50MG $563 2026-04-30 Buy
Sigma-Aldrich F0040010 Fenbendazole impurity A European Pharmacopoeia (EP) Reference Standard 10605-21-7 25 mg $241 2026-04-30 Buy
Sigma-Aldrich 378674 Carbendazim 97% 10605-21-7 100g $55 2026-04-30 Buy
Sigma-Aldrich 1269414 Fenbendazole Related Compound A United States Pharmacopeia (USP) Reference Standard 10605-21-7 30mg $1340 2026-04-30 Buy
Product number Packaging Price Buy
SRP3010 20μG $394 Buy
PHR2862 50MG $563 Buy
F0040010 25 mg $241 Buy
378674 100g $55 Buy
1269414 30mg $1340 Buy

Carbendazim Chemical Properties,Uses,Production

Description

Carbendazim is the degradation product and active ingredient of the carbamate fungicide benomyl. Carbendazim (100 μM) disrupts the growth of S. cerevisiae by inhibiting microtubule polymerization. It impairs meiosis and steroidogenesis in an ex vivo rat model of seminiferous tubules and increases prostate weight in rats when administered at a dose of 100 mg/kg but does not affect other testosterone-dependent or estrogen-dependent tissues.

Chemical Properties

Colorless crystalline solid or light-gray powder. Commercially supplied as dry concentrate that is mixed with water for spraying.

Uses

Carbendazim is the most widely used active ingredient in the benzimidazole class of fungicides. It is a systemic fungicide with both protective and curative activities against a wide range of fungal diseases, especially caused by most Ascomycetes spp. and some Basidiomycetes and Deuteromycetes spp. in a wide variety of crop and ornamental uses.

Definition

ChEBI: A member of the class of benzimidazoles that is 2-aminobenzimidazole in which the primary amino group is substituted by a methoxycarbonyl group. A fungicide, carbendazim controls Ascomycetes, Fungi Imperfecti, and Basidiomy etes on a wide variety of crops, including bananas, cereals, cotton, fruits, grapes, mushrooms, ornamentals, peanuts, sugarbeet, soybeans, tobacco, and vegetables.

Production Methods

Carbendazim is produced commercially through a multi-step chemical synthesis that builds its benzimidazole core and introduces a carbamate group. O-phenylenediamine is reacted with a carbonyl compound to form the benzimidazole nucleus. The benzimidazole intermediate is then reacted with methyl chloroformate or dimethyl carbonate to introduce the methyl carbamate group at the 2-position.

General Description

Light gray or beige powder.

Air & Water Reactions

Insoluble in water. Carbendazim slowly decomposes in alkaline solution. .

Reactivity Profile

Carbendazim is a carbamate ester-amine. Amines behave as chemical bases. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Carbendazim emits toxic fumes of NOx.

Fire Hazard

Literature sources indicate that Carbendazim is probably nonflammable.

Agricultural Uses

Fungicide: Carbendazim is a systemic fungicide used as a drench to control a broad range of fungi in cereals, vegetables, oilseed rape, sugar beets, grapes, tomatoes, pome fruit and stone fruit. It is also used in post-harvest storage and as treatment in seed pre-planting, frequently in combination with other fungicides. In some areas, it has been used to combat Dutch elm disease.

Trade name

ABACOL®; AIMCOZIM; BAS® 3460; BAS® 67054; BATTAL®; BAVISTIN®; BENDAZIM®; CARBATE®; CARBENDAZIME®; CARBENDAZOL®; CARBENDAZOLE®; CARBENDAZYM®; CARBENDOR; CEKUDAZIM®; CORBEL; CTR® 6669; CUSTOS®; DEFENSOR®; DELSENE®; DEROSAL®; E-965®; DERROPRENE®; EQUITDAZIN®; FUNGISOL®; HOE 17411®; LIGNASAN®; IMISOL®; KEMDAZIN®; MERGAL®; PILLARSTIN®; POLYPHASE®; RODAZIM®; STEMPOR®; SUPERCARB, TRITICOL®; TRITICOL®; U-32.104®

Biochem/physiol Actions

B-cell maturation antigen (BCMA) or tumor necrosis factor receptor superfamily member 17 (TNFRSF17) plays an important role in B cell development, function and regulation. BCMA also has the capability to activate nuclear factor-κB (NF-κB), janus kinase (JNK) and mitogen activated protein kinases (MAPKs). The protein is expressed in certain cancers like glioblastoma, chronic lymphocytic leukemia, Hodgkin lymphoma and multiple myeloma. It has a role in the maintenance of survival of long-lived plasma cells in bone marrow.

Mechanism of action

Systemic with curative and protectant activity. Inhibition of mitosis and cell division (Beta-tubulin assembly in mitosis).

Safety Profile

Moderately toxic by skin contact. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. An agricultural chemical and pesticide. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.

Potential Exposure

Carbendazim is a benzimidazole/carbamate systemic fungicide used as a drench to control a broad range of fungi in cereals, vegetables, oilseed rape, sugar beets, grapes, tomatoes, pome fruit, and stone fruit. It is also used in postharvest storage and as treatment in seed preplanting, frequently in combination with other fungicides. In some areas, it has been used to combat Dutch Elm disease.

Metabolic pathway

When the mites are exposed to 14C-carbendazim, the major carbendazim metabolite identified in the bulb mites is 5-hydroxy-2-aminobenzimidazole. Low levels of 2-aminobenzimidazole and 5-hydroxy-2- benzimidazole carbamate are also identified.

Shipping

UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required

Degradation

Carbendazim (MBC, 1) was stable in acidic and neutral solutions (pH 5-7, DT50≥57 days at 22°C), but decomposed rapidly with a DT50 of 22 days (WHO, 1993b) to yield 2-aminobenzimidazole (2, Watluns, 1976; Zbozinek, 1984) under alkaline conditions (pH 9). An increase in the salinity of the water accelerated the degradation rate of MBC in water (Deshpande and Patil, 1987).
Photolysis of MBC in natural sunlight is not a significant dissipation mechanism in the environment. Significant degradation did not occur either on leaf surfaces exposed to natural sunlight or in unamended dilute aqueous solution. Degradation occurred in solution under natural sunlight if photoinitiators such as riboflavin or acetone were present (Fleeker and Lacy, 1977).

Incompatibilities

Carbamates are incompatible with reducing agents, strong acids, oxidizing acids, peroxides, and bases. Contact with active metals or nitrides cause the release of flammable, and potentially explosive, hydrogen gas.

Waste Disposal

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

References

[1] JEAN P. ROUCHAUD. Metabolism of benomyl in carrot, strawberry and apple[J]. Pest Management Science, 1977, 8 1: 23-30. DOI: 10.1002/ps.2780080104
[2] HAN SOL LEE . An effective methodology for simultaneous quantification of thiophanate-methyl, and its metabolite carbendazim in pear, using LC-MS/MS[J]. Journal of Chromatography B, 2018, 1095: Pages 1-7. DOI: 10.1016/j.jchromb.2018.07.010
[3] MIKIO CHIBA  Darrell F V. Fate of benomyl and its degradation compound methyl 2-benzimidazolecarbamate on apple foliage[J]. Journal of Agricultural and Food Chemistry, 1981, 29 3: 588-590. DOI: 10.1021/jf00105a038
[4] NICHOLAS T AMPONSAH. Evaluation of fungicides for the management of Botryosphaeria dieback diseases of grapevines[J]. Pest Management Science, 2012, 68 5: 676-683. DOI: 10.1002/ps.2309
[5] R A QUINLAN  K G  C I Pogson. The influence of the microtubule inhibitor, methyl benzimidazol-2-yl-carbamate (MBC) on nuclear division and the cell cycle in Saccharomyces cerevisiae.[J]. Journal of cell science, 1980, 46: 341-352. DOI: 10.1242/jcs.46.1.341
[6] CéDRIC PISANI. Ex vivo assessment of testicular toxicity induced by carbendazim and iprodione, alone or in a mixture.[J]. Altex-Alternatives To Animal Experimentation, 2016, 33 4: 393-413. DOI: 10.14573/altex.1601253
[7] ELKIANE MACEDO RAMA . Reproductive and possible hormonal effects of carbendazim[J]. Regulatory Toxicology and Pharmacology, 2014, 69 3: Pages 476-486. DOI: 10.1016/j.yrtph.2014.05.016
[8] YASSINE MAKNI . Optimisation and implementation of QuEChERS-based sample preparation for identification and semi-quantification of 694 targeted contaminants in honey, jam, jelly, and syrup by UHPLC-Q/ToF high-resolution mass spectrometry[J]. Food Chemistry, 2023, 425: Article 136448. DOI: 10.1016/j.foodchem.2023.136448

Pesticide Type

Fungicide; Metabolite

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1h-benzimidazol-2-ylcarbamicacidmethylester 1h-benzimidazol-2-yl-carbamicacimethylester 2-(Methoxycarbonylamino)benzimidazde 2-(methoxy-carbonylamino)-benzimidazol (CARBENDAZIM 50%) a118 1h-benzimidazole-2-carbamic acid methyl ester 2-(METHOXYCARBONYLAMINO)-BENZIMIDAZOLE 2-benzimidazolecarbamic acid methyl ester 2-(Carbomethoxyamino)benzimidazole CARBENDAZIM, 100MG, NEAT CARBENDAZIM PESTANAL, 250 MG MEDAMINE 98+% Carbamic acid, 1H-benzimidazol-2-yl-, methyl ester (9CI) CARBENDAZIM WP 50%(25%) CARBENDAZIM (BCM) carbendazim (bsi,iso) carbendazim solution METHYLBENZIMIDAZOL-2-YLCARBAMATE(CARBENDAZIM) METHYLBENZIMIDAZOLECARBAMATE CARBENDAZINE METHYLBENZIMIDAZOLYLCARBAMATE METHYLBENZIMIZADOLECARBAMICACID METHYL2-BENZIMIDIZOLECARBAMATE METHYL2-BENZIMIDAZOYLCARBAMATE CARBENDAZYME METHYLBENZIMIDAZOLE-2-YL-CARBAMATE Bavistin(BASF) carbendazim (ISO) methyl benzimidazol-2-ylcarbamate BCM, Methyl 2-benzimidazolecarbamate, Methyl benzimidazol-2-ylcarbamate METHYL 2-BENZIMIDAZOLECARBAMATE MBC MEDAMINE Carbendazim suspensoid Carbendazim,mixed,suspension Carbendazim fumigant Carbendazim hydrochloride S.P.(60%) Carbendazim superfine,W.P. BENCARB BAVISTIN(R) DELSENE DELSENE(R) DEROSAL DEROSAL(R) CARBENDAZIM CARBATE CAREZIM antibacmf ba67054f bas-3460 bas3460f battal bavistan bavistin3460 bcm(fungicide) bengard benzimidazole-2-carbamicacid,methylester benzimidazolecarbamatedemethyle