Methyl 1H-benzo[d]imidazol-2-ylcarbamate 2-(甲氧羰氨基)苯并咪唑

CAS 10605-21-7 MFCD00055390

化学结构图

10605-21-7
SMILES: COC(=O)Nc1nc2ccccc2[nH]1

化学属性

Mol. FormulaC9H9N3O2
Mol. Weight191
Melting Point>300
SolubilitySoluble in DMSO, not in water
Density1.421
Appearance Solid powder

别名和识别编码

Chemical NameMethyl 1H-benzo[d]imidazol-2-ylcarbamate
CAS Number10605-21-7
Synonym 1H-Benzimidazol-2-ylcarbamic acid methyl ester 2-(Carbomethoxyamino)benzimidazole 2-(Methoxy-carbonylamino)-benzimidazol 2-(Methoxycarbonylamino)-benzimidazole 2-Benzimidazolecarbamic Acid Methyl Ester 2-苯并咪唑氨基甲酸甲酯 BCM 苯并咪唑-2-基氨基甲酸甲酯 A 118 Agrizim Antibac MF BA BA 67054F BAS 3460 F BCM BCM (fungicide) BMC BMK BMK (fungicide) Battal Bavistan Bavistin Bavistin 3460 Bengard Benzimidazole carbamate de methyle Benzimidazole-2-carbamic acid, methyl ester Bercema-Bitosen Bitosen CTR 6669 CTR-6669 Carbendazim Carbendazol Carbendazole Carbendazym Cus Derosal Merc
MDL NumberMFCD00055390
PubChem Substance ID24863567
Beilstein Registry Number649044
EC Number234-232-0
Chemical Name Translation2-(甲氧羰氨基)苯并咪唑
Wiswesser Line NotationT56 BM DNJ CMVO1
FormulaC9H9N3O2
IUPAC Namemethyl 1H-benzo[d]imidazol-2-ylcarbamate
InChIKeyTWFZGCMQGLPBSX-UHFFFAOYSA-N
InChIInChI=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)
Canonical SMILESO=C(OC)NC1=NC2=CC=CC=C2N1
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分类

  • {SNA} 2000/60/EC, Additional Standards, All Fungicides, Analytical Standards, Benzimidazoles, C, Carbamates, European Community: ISO, DIN and DL 152, Food and Cosmetic Component Standards, Fungicides, Method and Regulation Specific, Pesticides, Bactericides, Fungicides and Disinfectants, Standards for Personal Care and Cosmetic Products, neats, prohibited substances (EU-REGULATION No 1223/2009), 农残和代谢标准品, 分析/色谱, 按照字母排序
  • {SNA} Benzimidazoles, Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks
  • {SNA} 2000/60/EC, All alphabetically sorted, Alphabetical Index of Analytical Standa
  • {SNA} Analytical Standards,

产品应用

  • Carbendazim is a widely used, broad-spectrum benzimidazole fungicide and a metabolite of benomyl. It is also employed as a casting worm control agent in amenity turf situations such as golf greens, tennis courts etc. and in some countries is licensed for that use only. The fungicide is used to control plant diseases in cereals and fruits, including citrus, bananas, strawberries, pineapples, and pomes. It is also controversially used in Queensland, Australia on macadamia plantations. A 4.7% solution of carbendazim hydrochloride, sold as Eertavas, is marketed as a treatment for Dutch elm disease. Studies have found high doses of carbendazim cause infertility and destroy the testicles of laboratory animals. Maximum pesticide residue limits (MRLs) have reduced since discovering its harmful effects. The MRLs for fresh produce in the EU are now between 0.1 and 0.7 mg/kg with the exception of loquat, which is 2 mg/kg. The limits for more commonly consumed citrus and pomme fruits are between 0

相关文献及参考

  • Zeng, Z., et al.: J. Agric. Food Chem., 44, 3374 (1996),
  • Lewis, D., et al.: Xenobiotica, 28, 235 (1998),
  • Hodgson, E., et al.: J. Biochem. Mol. Toxicol., 21, 182 (2007),

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P308+P313
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
Hazard statements
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H340 May cause genetic defects 可能导致遗传性缺陷
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
RTECSDD6500000
Signal word
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges dust mask type N95 (US), Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes T,N T,Xn,N
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
Risk Statements
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R50/53
  • R60 May impair fertility 可能降低生殖能力
UN Number
Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). 储存温度2-8℃
Packing GroupIII 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 7700 mg/kg
TOXIC EFFECTS :
   Autonomic Nervous System - other (direct) parasympathomimetic
   Behavioral - ataxia
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 25(5),49,1981

{h

TYPE OF TES

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1225 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Behavioral - muscle contraction or spasticity
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunar

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 6400 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85ARAE "Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson
   Publications, 1976/77 revision  Volume(issue)/page/year: 4,131,1976/1977

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : >2500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PEMNDP Pesticide Manual.  (The British Crop Protection Council, 20 Bridport
   Rd., Thornton Heath CR4 7QG, UK)  V.1-    1968-  Volume(issue)/page/year:
   9,123,1991

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Liver
DOSE/DURATION           : 100 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 26,177,1974

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 150 mg/kg
REFERENCE :
   ANDRDQ Andrologia.  (Grosse Verlag GmbH, Kurfuerstenstr. 112-113, D-1000
   Berlin 30, Fed. Rep. Ger.) V.6-    1974-  Volume(issue)/page/year:
   6,245,1974

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 580 nmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 88,45,1981

TYPE OF TES

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 100 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 26,177,1974

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURA

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 25 ppm
REFERENCE :
   ANYAA9 Annals of the New York Academy of Sciences.  (New York Academy of
   Sciences, 2 E. 63rd St., New York, NY 10021)  V.1-    1877-
   Volume(issue)/page/year: 407,186,1983

{haza

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 153 mg/kg
SEX/DURATION            : female 8-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   ARCVBP Annales Recherches Veterinaires.  (Institut National de la Recherche
   Agronomique, Service des Publ., Route de Saint-Cyr, 78000 Versailles,
   France)  V.1-    1970-  Volume(issue)/page/year: 21,87,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 150 mg/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   ANDRDQ Andrologia.  (Grosse Verlag GmbH, Kurfuerstenstr. 112-113, D-1000
   Berlin 30, Fed. Rep. Ger.) V.6-    1974-  Volume(issue)/page/year:
   6,245,1974

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 31200 ug/kg
SEX/DURATION            : female 13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - live birth index (measured after birth)
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
REFERENCE :
   KHZDAN Khigiena i Zdraveopazvane.  Hygiene and Sanitation.  (Hemus, Blvd.
   Russki 6, Sofia, Bulgaria) V.9-    1966-  Volume(issue)/page/year:
   25,333,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPEC

其他信息

  • 白色结晶24℃时，在pH=4的水中溶解度为29mg/L，pH=7的水中为8mg/L，乙醇中为300mg/L，苯中为36mg/L，二氯甲烷中为68mg/L。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Benzimidazoles 苯并咪唑
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Method Specific - Analytical Standards
  4. European Community: ISO, DIN and DL 152 - Method Specific
  5. 2000/60/EC - European Community: ISO, DIN and DL 152
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. C - Alphabetic
  5. CA - CG - C
  1. Medical Research Areas
  2. Cytosketetal Signaling
  3. Microtubule
  1. Medical Research Areas
  2. Neuronal Signaling
  3. COX

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