| Identification | More | [Name]
Carbendazim | [CAS]
10605-21-7 | [Synonyms]
1h-benzimidazole-2-carbamic acid methyl ester
2-benzimidazolecarbamic acid methyl ester
2-(Carbomethoxyamino)benzimidazole
2-(METHOXYCARBONYLAMINO)-BENZIMIDAZOLE
BAVISTIN
BAVISTIN(R)
BCM
BENCARB
BMC
CARBATE
CARBENDAZIM
CAREZIM
DELSENE
DELSENE(R)
DEROSAL
DEROSAL(R)
MBC
MEDAMINE
METHYL 2-BENZIMIDAZOLECARBAMATE
1h-benzimidazol-2-ylcarbamicacidmethylester | [EINECS(EC#)]
234-232-0 | [Molecular Formula]
C9H9N3O2 | [MDL Number]
MFCD00055390 | [Molecular Weight]
191.19 | [MOL File]
10605-21-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless crystalline solid or light-gray powder. Commercially supplied as dry concentrate that is
mixed with water for spraying. | [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) | [Fp ]
11 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
pyridine: soluble1%, clear, very faintly brownish-yellow | [form ]
neat | [pka]
4.48(at 25℃) | [Water Solubility ]
<0.1 g/100 mL at 21 ºC | [Merck ]
13,1799 | [BRN ]
649044 | [InChIKey]
TWFZGCMQGLPBSX-UHFFFAOYSA-N | [LogP]
1.4-1.5 at 25℃ and pH5-9 | [CAS DataBase Reference]
10605-21-7(CAS DataBase Reference) | [EPA Substance Registry System]
10605-21-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N,F | [Risk Statements ]
R60:May impair fertility.
R61:May cause harm to the unborn child.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
3
| [RTECS ]
DD6500000
| [HS Code ]
29339900 | [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. | [Hazardous Substances Data]
10605-21-7(Hazardous Substances Data) | [Toxicity]
LD50 oral in rabbit: 8160mg/kg |
| Hazard Information | Back Directory | [General Description]
Light gray or beige powder. | [Reactivity Profile]
CARBENDAZIM(10605-21-7) 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. | [Air & Water Reactions]
Insoluble in water. This compound slowly decomposes in alkaline solution. . | [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of NOx. | [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.
| [Fire Hazard]
Literature sources indicate that this chemical is probably nonflammable. | [First aid]
Speed in removing material from eyes and skin
is of extreme importance. Eyes: Eye contact can cause dangerous amounts of these chemicals to be quickly absorbed
through the mucous membrane into the bloodstream.
Immediately and gently flush eyes with plenty of warm or
cold water (NO hot water) for at least 15 minutes, occasionally lifting the upper and lower eye lids. Get medical
aid immediately. Skin: Get medical aid. Dermal contact can
cause dangerous amounts of these chemicals to be absorbed
into the bloodstream. Wearing the appropriate PPE equipment and respirator for carbamate pesticides, immediately
flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Shampoo hair promptly if contaminated; protect eyes.
Ingestion: Call poison control. Loosen all clothing. Never
give anything by mouth to an unconscious person. Get
medical aid. Do NOT induce vomiting. If conscious,
alert, and able to swallow, rinse mouth and have victim
drink 4 to 8 oz of water. Check to see if poison control
instructs you to use ipecac syrup, otherwise administer
slurry of activated charcoal (2 oz in 8 oz of water). If victim is UNCONSCIO United States OR HAVING
CONVULSIONS, do nothing except keep victim warm. In
some cases you may be specifically instructed by poison
control to induce vomiting by way of 2 tablespoons of syrupof ipecac (adult) washed down with a cup of water. Do NOT
give activated charcoal before or with ipecac syrup.
Inhalation: Get medical aid. Do not contaminate yourself.
Wearing the appropriate PPE equipment and respirator for
carbamate pesticides, immediately remove the victim from
the contaminated area to fresh air. If the victim is not breathing, administer artificial respiration. Do not use mouth-tomouth method if victim ingested or inhaled the substance;
give artificial respiration with the aid of a pocket mask
equipped with a one-way valve or other proper respiratory
medical device. If breathing is difficult, administer oxygen
through bag/mask apparatus until medical help arrives. Do
not leave victim unattended. | [Shipping]
UN3082 Environmentally hazardous substances,
liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required | [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.
| [Description]
Carbendazim is the degradation product and active ingredient of the carbamate fungicide benomyl.1,2 Carbendazim (100 μM) disrupts the growth of S. cerevisiae by inhibiting microtubule polymerization.1 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.3,4 | [Chemical Properties]
Colorless crystalline solid or light-gray powder. Commercially supplied as dry concentrate that is
mixed with water for spraying. | [Chemical Properties]
White Solid | [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.
| [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. | [Uses]
Fungicide. | [Uses]
Is a fungicide. | [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. | [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. | [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. | [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). |
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